RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2016; 48(24): 4347-4380
DOI: 10.1055/s-0035-1562530
DOI: 10.1055/s-0035-1562530
short review
Recent Advances in the Synthesis and Reactivity of Vinylcyclopropanes
Weitere Informationen
Publikationsverlauf
Received: 11. Mai 2016
Accepted after revision: 05. Juli 2016
Publikationsdatum:
09. September 2016 (online)
Abstract
In this review, we present the recent advances in the synthesis and reactivity of vinylcyclopropanes (VCPs). Various important methodologies involving ylides, carbenoid chemistry, metal-mediated cycloaddition reactions, and allylic cyclization methodologies for the synthesis of VCPs are described. Based on the type of VCPs, their reactivity is dealt under electrophile-, radical-, and nucleophile-mediated reactions. Several examples from transition-metal-mediated ring-opening reactions are discussed.
1 Introduction
2 Synthetic Routes to Vinylcyclopropanes
2.1 Ylide Chemistry
2.2 Transition-Metal-Mediated Synthesis
3 Reactivity of Vinylcyclopropanes
3.1 Electrophile-Mediated Ring-Opening Reactions
3.2 Radical-Mediated Ring-Opening Reactions
3.3 Nucleophile-Mediated Ring-Opening Reactions
3.4 Transition-Metal-Mediated Ring-Opening Reactions
4 Conclusion
-
References
- 1 Henrick CA. Pyrethroids . In Agrochemicals from Natural Products . Marcel Dekker; New York: 1995
- 2 Hudlicky T, Reed JW. Angew. Chem. Int. Ed. 2010; 49: 4864
- 3a Lamarre D, Anderson PC, Bailey M, Beaulieu P, Bolger G, Bonneau P, Bös M, Cameron DR, Cartier M, Cordingley MG, Faucher A.-M, Goudreau N, Kawai SH, Kukolj G, Lagacé L, LaPlante SR, Narjes H, Poupart M.-A, Rancourt J, Sentjens RE, St George R, Simoneau B, Steinmann G, Thibeault D, Tsantrizos YS, Weldon SM, Yong C.-L, Llinàs-Brunet M. Nature (London) 2003; 426: 186
- 3b Chen S.-H, Tan S.-L. Curr. Med. Chem. 2005; 12: 2317
- 4 Sato T, Izawa K, Aceña JL, Liu H, Soloshonok VA. Eur. J. Org. Chem. 2016; 2016: 2757
- 5a Gustavson GJ. J. Prakt. Chem. 1896; 54: 97
- 5b Demjanov NJ, Dojarenko M. Ber. Dtsch. Chem. Ges. 1922; 55: 2718
- 6a Overberger CG, Borchert AE. J. Am. Chem. Soc. 1960; 82: 1007
- 6b Vogel E. Angew. Chem. 2006; 72: 4
- 7a Baldwin JE. Chem. Rev. 2003; 103: 1197
- 7b Thakur A, Louie J. Vinylcyclopropane–Cyclopentene Rearrangement. In Molecular Rearrangements in Organic Synthesis. John Wiley & Sons; Chichester: 2015: 323-362
- 8 Volkenburgh RV, Greenlee KW, Derfer JM, Boord CE. J. Am. Chem. Soc. 1949; 71: 3595
- 9 Slabey VA. J. Am. Chem. Soc. 1952; 74: 4930
- 10 Fischetti W, Heck RF. J. Organomet. Chem. 1985; 293: 391
- 11a Shellhamer DF, Oakes ML. J. Org. Chem. 1978; 43: 1316
- 11b Rudolph A, Weedon AC. Can. J. Chem. 1990; 68: 1590
- 11c Leber PA, Nocket AJ, Wipperman MF, Zohrabian S, Bemis CY, Sidhu MK. Org. Biomol. Chem. 2013; 11: 5994
- 12 Rassadin VA, Sokolov VV, Khlebnikov AF, Ulin NV, Kozhushkov SI, de Meijere A. Synthesis 2012; 44: 372
- 13 Dzhemilev UM, Dokichev VA, Sultanov SZ, Khusnutdinov RI, Tomilov YV, Nefedov OM, Tolstikov GA. Izv. Akad. Nauk SSSR 1989; 1861
- 14 Chan PW. H, Teo WT, Koh SW. Y, Lee BR, Ayers BJ, Ma D.-L, Leung C.-H. Eur. J. Org. Chem. 2015; 4447
- 15 Khan S, Roy S, Roy R, Ghatak A, Pramanik A, Bhar S. Tetrahedron Lett. 2014; 55: 5019
- 16 Gajewski JJ, Squicciarini MP. J. Am. Chem. Soc. 1989; 111: 6717
- 17 Yamazaki S, Inoue T, Hamada T, Takada T, Yamamoto K. J. Org. Chem. 1999; 64: 282
- 18 Cordero FM, Vurchio C, Cicchi S, de Meijere A, Brandi A. Beilstein J. Org. Chem. 2011; 7: 298
- 19 Ganesh V, Kundu T, Chandrasekaran S. Tetrahedron 2014; 70: 7268
- 20 Hanessian S, Andreotti D, Gomtsyan A. J. Am. Chem. Soc. 1995; 117: 10393
- 21a Huang Y.-Z, Tang Y, Zhou Z.-L, Huang J.-L. J. Chem. Soc., Chem. Commun. 1993; 7
- 21b Huang Y.-Z, Tang Y, Zhou Z.-L, Xia W, Shi L.-P. J. Chem. Soc., Perkin Trans. 1 1994; 893
- 21c Tang Y, Huang Y.-Z, Dai L.-X, Chi Z.-F, Shi L.-P. J. Org. Chem. 1996; 61: 5762
- 21d Tang Y, Huang Y.-Z, Dai L.-X, Sun J, Xia W. J. Org. Chem. 1997; 62: 954
- 21e Ye S, Yuan L, Huang Z.-Z, Tang Y, Dai L.-X. J. Org. Chem. 2000; 65: 6257
- 22 Jiang H, Deng X, Sun X, Tang Y, Dai L.-X. J. Org. Chem. 2005; 70: 10202
- 23 Ye S, Tang Y, Dai L.-X. J. Org. Chem. 2001; 66: 5717
- 24a Deng X.-M, Cai P, Ye S, Sun X.-L, Liao W.-W, Li K, Tang Y, Wu Y.-D, Dai L.-X. J. Am. Chem. Soc. 2006; 128: 9730
- 24b Ye S, Huang Z.-Z, Xia C.-A, Tang Y, Dai L.-X. J. Am. Chem. Soc. 2002; 124: 2432
- 24c Zhu B.-H, Zhou R, Zheng J.-C, Deng X.-M, Sun X.-L, Shen Q, Tang Y. J. Org. Chem. 2010; 75: 3454
- 25 Liao W.-W, Li K, Tang Y. J. Am. Chem. Soc. 2003; 125: 13030
- 26 Rousseau O, Delaunay T, Dequirez G, Trieu-Van T, Robeyns K, Robiette R. Chem. Eur. J. 2015; 21: 12899
- 27 Charette AB, Molinaro C, Brochu C. J. Am. Chem. Soc. 2001; 123: 12168
- 28a Motherwell WB, Roberts LR. J. Chem. Soc., Chem. Commun. 1992; 1582
- 28b Motherwell WB, Roberts LR. Tetrahedron Lett. 1995; 36: 1121
- 28c Aqil R, Motherwell WB, Roberts LR, Russell CA. Tetrahedron Lett. 2002; 43: 9671
- 29 Gonzalez MJ, Gonzalez J, Lopez LA, Vicente R. Angew. Chem. Int. Ed. 2015; 54: 12139
- 30 Keyaniyan S, Apel M, Richmond JP, de Meijere A. Angew. Chem., Int. Ed. Engl. 1985; 24: 770
- 31 Binger P, Biedenbach B. Chem. Ber. 1987; 120: 601
- 32a Mata S, López LA, Vicente R. Synlett 2015; 26: 2685
- 32b Mata S, González J, Vicente R, López LA. Eur. J. Org. Chem. 2016; 2681
- 33 Murray CK, Yang DC, Wulff WD. J. Am. Chem. Soc. 1990; 112: 5660
- 34 Harvey DF, Lund KP. J. Am. Chem. Soc. 1991; 113: 8916
- 35 Barluenga J, Tomás M, López-Pelegrín JA, Rubio E. J. Chem. Soc., Chem. Commun. 1995; 665
- 36 Buchert M, Reissig HU. Chem. Ber. 1992; 125: 2723
- 37 Barluenga J, Aznar F, Gutiérrez I, Martín JA. Org. Lett. 2002; 4: 2719
- 38 Hoffmann M, Reissig H.-U. Synlett 1995; 625
- 39 Burke SD, Grieco PA. Org. React. (Hoboken, NJ, U. S.) 1979; 26: 361
- 40 Davies HM. L, Smith HD, Korkor O. Tetrahedron Lett. 1987; 28: 1853
- 41 Davies HM. L, Clark TJ, Church LA. Tetrahedron Lett. 1989; 30: 5057
- 42a Davies HM. L, Hutcheson DK. Tetrahedron Lett. 1993; 34: 7243
- 42b Davies HM. L, Bruzinski PR, Lake DH, Kong N, Fall MJ. J. Am. Chem. Soc. 1996; 118: 6897
- 42c Moye-Sherman D, Welch MB, Reibenspies J, Burgess K. Chem. Commun. 1998; 2377
- 42d Hansen JR, Li B, Dikarev E, Autschbach J, Davies HM. L. J. Org. Chem. 2009; 74: 6564
- 43a de Meijere A, Schulz T.-J, Kostikov RR, Graupner F, Murr T, Bielfeldt T. Synthesis 1991; 547
- 43b Schlenk WJr. Angew. Chem., Int. Ed. Engl. 1965; 4: 139
- 43c Bamford WR, Stevens TS. J. Chem. Soc. 1952; 4735
- 44a Zhang J.-L, Hong Chan PW, Che C.-M. Tetrahedron Lett. 2003; 44: 8733
- 44b Barluenga J, Quiñones N, Tomás-Gamasa M, Cabal M.-P. Eur. J. Org. Chem. 2012; 2312
- 44c Yang Y, Li J, Du B, Yuan C, Liu B, Qin S. Chem. Commun. 2015; 51: 6179
- 45 Steinig AG, De Meijere A. Eur. J. Org. Chem. 1999; 1333
- 46a Fürstner A, Stelzer F, Szillat H. J. Am. Chem. Soc. 2001; 123: 11863
- 46b Chatani N, Furukawa N, Sakurai H, Murai S. Organometallics 1996; 15: 901
- 47a Nevado C, Ferrer C, Echavarren AM. Org. Lett. 2004; 6: 3191
- 47b Ferrer C, Raducan M, Nevado C, Claverie CK, Echavarren AM. Tetrahedron 2007; 63: 6306
- 48 Schröder F, Tugny C, Salanouve E, Clavier H, Giordano L, Moraleda D, Gimbert Y, Mouriès-Mansuy V, Goddard J.-P, Fensterbank L. Organometallics 2014; 33: 4051
- 49 Oh HM, Park JE, Kim J, Kim JH, Kang YK, Chung YK. Chem. Eur. J. 2014; 20: 9024
- 50a Masutomi K, Noguchi K, Tanaka K. J. Am. Chem. Soc. 2014; 136: 7627
- 50b Shibata Y, Noguchi K, Tanaka K. J. Am. Chem. Soc. 2010; 132: 7896
- 51 Dieckmann M, Jang Y.-S, Cramer N. Angew. Chem. Int. Ed. 2015; 54: 12149
- 52 Miki K, Ohe K, Uemura S. J. Org. Chem. 2003; 68: 8505
- 53a Nishino F, Miki K, Kato Y, Ohe K, Uemura S. Org. Lett. 2003; 5: 2615
- 53b Sperger CA, Tungen JE, Fiksdahl A. Eur. J. Org. Chem. 2011; 3719
- 53c Strand RB, Helgerud T, Solvang T, Sperger CA, Fiksdahl A. Tetrahedron: Asymmetry 2011; 22: 1994
- 53d Strand RB, Helgerud T, Solvang T, Dolva A, Sperger CA, Fiksdahl A. Tetrahedron: Asymmetry 2012; 23: 1350
- 53e Iqbal N, Sperger CA, Fiksdahl A. Eur. J. Org. Chem. 2013; 907
- 53f Siah H.-SM, Kaur M, Iqbal N, Fiksdahl A. Eur. J. Org. Chem. 2014; 1727
- 54a Catellani M, Chiusoli GP. J. Organomet. Chem. 1982; 233: C21-C24
- 54b Catellani M, Chiusoli GP. J. Organomet. Chem. 1983; 250: 509
- 55 Miura T, Sasaki T, Harumashi T, Murakami M. J. Am. Chem. Soc. 2006; 128: 2516
- 56 Tseng N.-W, Mancuso J, Lautens M. J. Am. Chem. Soc. 2006; 128: 5338
- 57 Zhou S.-M, Deng M.-Z, Xia L.-J, Tang M.-H. Angew. Chem. Int. Ed. 1998; 37: 2845
- 58 Shan G, Huang G, Rao Y. Org. Biomol. Chem. 2014; 13: 697
- 59a Franzone G, Carle S, Dorizon P, Ollivier J, Salaün J. Synlett 1996; 1067
- 59b Su G, Dorizon P, Ollivier J, Salaün J. Synth. Commun. 1998; 28: 1351
- 60 Nemoto T, Tsuruda K, Yoshida M, Kono M, Hamada Y. Synthesis 2015; 47: 3914
- 61 Bailey WF, Tao Y. Tetrahedron Lett. 1997; 38: 6157
- 62 Majumdar S, de Meijere A, Marek I. Synlett 2002; 423
- 63 Díez D, García P, Marcos IS, Garrido NM, Basabe P, Urones JG. Synthesis 2003; 0053
- 64 Craig D, Gore SJ, Lansdell MI, Lewis SE, Mayweg AV. W, White AJ. P. Chem. Commun. 2010; 46: 4991
- 65 Chang M.-Y, Chen Y.-C, Chan C.-K. Tetrahedron 2014; 70: 8908
- 66 Nowak A, Schaumann E. Synthesis 1998; 899
- 67 Melancon BJ, Perl NR, Taylor RE. Org. Lett. 2007; 9: 1425
- 68 Taylor RE, Schmitt MJ, Yuan H. Org. Lett. 2000; 2: 601
- 69 Thery N, Szymoniak J, Moïse C. Eur. J. Org. Chem. 2000; 1483
- 70 Bertus P, Menant C, Tanguy C, Szymoniak J. Org. Lett. 2008; 10: 777
- 71 Forcher G, Clousier N, Beauseigneur A, Setzer P, Boeda F, Pearson-Long MS. M, Karoyan P, Szymoniak J, Bertus P. Synthesis 2015; 47: 992
- 72 O’Rourke NF, Micalizio GC. Org. Lett. 2016; 18: 1250
- 73a Pattenden G, Smithies AJ. Synlett 1992; 577
- 73b Crombie L, Crossley J, Mitchard DA. J. Chem. Soc. 1963; 4957
- 73c Crombie L, Firth PA, Houghton RP, Whiting DA, Woods DK. J. Chem. Soc., Perkin Trans. 1 1972; 642
- 73d Otieno DA, Pattenden G, Popplestone CR. J. Chem. Soc., Perkin Trans. 1 1977; 196
- 73e Suzukamo G, Fukao M, Tamura M. Tetrahedron Lett. 1984; 25: 1595
- 73f Goldschmidt Z, Crammer B, Ikan R. J. Chem. Soc., Perkin Trans. 1 1984; 2697
- 73g Morizawa Y, Hiyama T, Nozaki H. Tetrahedron Lett. 1981; 22: 2297
- 73h Koskinen AM. P, Muñoz L, Rissanen K. J. Chem. Soc., Chem. Commun. 1993; 491
- 74 Reddy BV. S, Swathi V, Bhadra MP, Raju MK, Kunwar AC. Tetrahedron Lett. 2016; 57: 1889
- 75a Wasserman HH, Cochoy RE, Baird MS. J. Am. Chem. Soc. 1969; 91: 2375
- 75b Wasserman HH, Clagett DC. J. Am. Chem. Soc. 1966; 88: 5368
- 75c Wasserman HH, Hearn MJ, Cochoy RE. J. Org. Chem. 1980; 45: 2874
- 75d Wasserman HH, Adickes HW, Espejo de Ochoa O. J. Am. Chem. Soc. 1971; 93: 5586
- 75e Wasserman HH, Hearn MJ, Haveaux B, Thyes M. J. Org. Chem. 1976; 41: 153
- 76 Weiniak M. Pol. J. Chem. 2003; 77: 203
- 77 Ung AT, Williams SG, Angeloski A, Ashmore J, Kuzhiumparambil U, Bhadbhade M, Bishop R. Monatsh. Chem. 2014; 145: 983
- 78 Nair V, Rajan R, Balagopal L, Thomas S, Narasimlu K. Tetrahedron Lett. 2002; 43: 8971
- 79 Ganesh V, Sureshkumar D, Chandrasekaran S. Angew. Chem. Int. Ed. 2011; 50: 5878
- 80 Silverberg LJ, Kistler KA, Brobst K, Yennawar HP, Lagalante A, He G, Ali K, Blatt A, Foster S, Grossman D, Hegel S, Minehan M, Valinsky D, Yeasted JG. Eur. J. Chem. 2015; 6: 430 ; http://www.eurjchem.com/index.php/eurjchem
- 81 Catino AJ, Nichols JM, Forslund RE, Doyle MP. Org. Lett. 2005; 7: 2787
- 82 Mendès C, Renard S, Rofoo M, Roux M.-C, Rousseau G. Eur. J. Org. Chem. 2003; 463
- 83 Ganesh V, Kundu T, Chandrasekaran S. J. Org. Chem. 2013; 78: 380
- 84 Beckwith AL. J. Tetrahedron 1981; 37: 3073
- 85a Oxgaard J, Wiest O. J. Am. Chem. Soc. 1999; 121: 11531
- 85b Hofmann M, Schaefer III HF. J. Mol. Struct. 2001; 599: 95
- 86a Griller D, Ingold KU. Acc. Chem. Res. 1980; 13: 317
- 86b Liu KE, Johnson CC, Newcomb M, Lippard SJ. J. Am. Chem. Soc. 1993; 115: 939
- 87 Feldman KS, Parvez M. J. Am. Chem. Soc. 1986; 108: 1328
- 88a Feldman KS, Romanelli AL, Ruckle RE, Miller RF. J. Am. Chem. Soc. 1988; 110: 3300
- 88b Feldman KS, Romanelli AL, Ruckle RE, Jean G. J. Org. Chem. 1992; 57: 100
- 88c Feldman KS, Berven HM. Synlett 1993; 827
- 88d Huval CC, Church KM, Singleton DA. Synlett 1994; 273
- 89a Hashimoto T, Kawamata Y, Maruoka K. Nat. Chem. 2014; 6: 702
- 89b Ogawa A, Ogawa I, Sonoda N. J. Org. Chem. 2000; 65: 7682
- 89c Ieki R, Kani Y, Tsunoi S, Shibata I. Chem. Eur. J. 2015; 21: 6295
- 89d Pattenden G, Gonzalez MA, McCulloch S, Walter A, Woodhead SJ. Proc. Natl. Acad. Sci. U.S.A. 2004; 101: 12024
- 90a Reissig H.-U, Zimmer R. Chem. Rev. 2003; 103: 1151
- 90b Carson CA, Kerr MA. Chem. Soc. Rev. 2009; 38: 3051
- 90c Cavitt MA, Phun LH, France S. Chem. Soc. Rev. 2014; 43: 804
- 90d Schneider TF, Kaschel J, Werz DB. Angew. Chem. Int. Ed. 2014; 53: 5504
- 90e Ganesh V, Sridhar PR, Chandrasekaran S. Isr. J. Chem. 2016; 56: 417
- 91a Danishefsky S, Rovnyak G, Cavanaugh R. J. Chem. Soc. D 1969; 636
- 91b Danishefsky S, Rovnyak G. J. Chem. Soc., Chem. Commun. 1972; 820
- 91c Danishefsky S, Rovnyak G. J. Chem. Soc., Chem. Commun. 1972; 821
- 91d Danishefsky S. Acc. Chem. Res. 1979; 12: 66
- 92 Ivanov KL, Villemson EV, Budynina EM, Ivanova OA, Trushkov IV, Melnikov MY. Chem. Eur. J. 2015; 21: 4975
- 93 Xie M.-S, Wang Y, Li J.-P, Du C, Zhang Y.-Y, Hao E.-J, Zhang Y.-M, Qu G.-R, Guo H.-M. Chem. Commun. 2015; 51: 12451
- 94 Pohlhaus PD, Sanders SD, Parsons AT, Li W, Johnson JS. J. Am. Chem. Soc. 2008; 130: 8642
- 95 Chakrabarty S, Chatterjee I, Wibbeling B, Daniliuc CG, Studer A. Angew. Chem. Int. Ed. 2014; 53: 5964
- 96 Cui B, Ren J, Wang Z. J. Org. Chem. 2014; 79: 790
- 97 Leduc AB, Lebold TP, Kerr MA. J. Org. Chem. 2009; 74: 8414
- 98 Ahmad MU, Bäckvall J.-E, Nordberg RE, Norin T, Stromberg S. J. Chem. Soc., Chem. Commun. 1982; 321
- 99 Larock RC, Yum EK. Tetrahedron 1996; 52: 2743
- 100a Ferrara M, Cordero FM, Goti A, Brandi A, Estieu K, Paugam R, Ollivier J, Salaün J. Eur. J. Org. Chem. 1999; 2725
- 100b Cordero FM, Pisaneschi F, Salvati M, Paschetta V, Ollivier J, Salaün J, Brandi A. J. Org. Chem. 2003; 68: 3271
- 101a Suginome M, Matsuda T, Yoshimoto T, Ito Y. Organometallics 2002; 21: 1537
- 101b Suginome M, Ito Y. J. Organomet. Chem. 2003; 680: 43
- 102 Coombs JR, Haeffner F, Kliman LT, Morken JP. J. Am. Chem. Soc. 2013; 135: 11222
- 103 Li C.-F, Xiao W.-J, Alper H. J. Org. Chem. 2009; 74: 888
- 104 Niu H.-Y, Du C, Xie M.-S, Wang Y, Zhang Q, Qu G.-R, Guo H.-M. Chem. Commun. 2015; 51: 3328
- 105 Cao R, Zhang J, Zhou H, Yang H, Jiang G. Org. Biomol. Chem. 2016; 14: 2191
- 106 Yin J, Hyland CJ. T. J. Org. Chem. 2015; 80: 6529
- 107 Barrett AG. M, Tam W. J. Org. Chem. 1997; 62: 7673
- 108 Sumida Y, Yorimitsu H, Oshima K. Org. Lett. 2008; 10: 4677
- 109a Mori T, Nakamura T, Kimura M. Org. Lett. 2011; 13: 2266
- 109b Mori T, Nakamura T, Onodera G, Kimura M. Synthesis 2012; 44: 2333
- 110 Garve LK. B, Werz DB. Org. Lett. 2015; 17: 596
- 111 Hirata G, Onodera G, Kimura M. Synlett 2014; 25: 2306
- 112 Hiroi K, Yamada A. Tetrahedron: Asymmetry 2000; 11: 1835
- 113 Bowman RK, Johnson JS. Org. Lett. 2006; 8: 573
- 114 Parsons AT, Campbell MJ, Johnson JS. Org. Lett. 2008; 10: 2541
- 115 Tombe R, Kurahashi T, Matsubara S. Org. Lett. 2013; 15: 1791
- 116a Trost BM, Morris PJ. Angew. Chem. Int. Ed. 2011; 50: 6167
- 116b Trost BM, Morris PJ, Sprague SJ. J. Am. Chem. Soc. 2012; 134: 17823
- 117a Mei L.-y, Wei Y, Xu Q, Shi M. Organometallics 2012; 31: 7591
- 117b Cao B, Mei L.-Y, Li X.-G, Shi M. RSC Adv. 2015; 5: 92545
- 118 Wei F, Ren C.-L, Wang D, Liu L. Chem. Eur. J. 2015; 21: 2335
- 119 Bessmertnykh AG, Blinov KA, Grishin YK, Donskaya NA, Beletskaya IP. Tetrahedron Lett. 1995; 36: 7901
- 120 Jun C.-H, Kang J.-B, Lim Y.-G. Tetrahedron Lett. 1995; 36: 277
- 121 Schulze MM, Gockel U. J. Organomet. Chem. 1996; 525: 155
- 122a Wender PA, Takahashi H, Witulski B. J. Am. Chem. Soc. 1995; 117: 4720
- 122b Wender PA, Husfeld CO, Langkopf E, Love JA. J. Am. Chem. Soc. 1998; 120: 1940
- 122c Wender PA, Husfeld CO, Langkopf E, Love JA, Pleuss N. Tetrahedron 1998; 54: 7203
- 122d Wender PA, Rieck H, Fuji M. J. Am. Chem. Soc. 1998; 120: 10976
- 122e Wender PA, Sperandio D. J. Org. Chem. 1998; 63: 4164
- 122f Wender PA, Dyckman AJ. Org. Lett. 1999; 1: 2089
- 122g Wender PA, Fuji M, Husfeld CO, Love JA. Org. Lett. 1999; 1: 137
- 122h Wender PA, Glorius F, Husfeld CO, Langkopf E, Love JA. J. Am. Chem. Soc. 1999; 121: 5348
- 122i Wender PA, Dyckman AJ, Husfeld CO, Scanio MJ. C. Org. Lett. 2000; 2: 1609
- 122j Wender PA, Barzilay CM, Dyckman AJ. J. Am. Chem. Soc. 2001; 123: 179
- 122k Wender PA, Gamber GG, Scanio MJ. C. Angew. Chem. Int. Ed. 2001; 40: 3895
- 122l Wender PA, Williams TJ. Angew. Chem. Int. Ed. 2002; 41: 4550
- 122m Yu Z.-X, Wender PA, Houk KN. J. Am. Chem. Soc. 2004; 126: 9154
- 122n Wegner HA, de Meijere A, Wender PA. J. Am. Chem. Soc. 2005; 127: 6530
- 122o Wender PA, Gamber GG, Hubbard RD, Pham SM, Zhang L. J. Am. Chem. Soc. 2005; 127: 2836
- 122p Wender PA, Haustedt LO, Lim J, Love JA, Williams TJ, Yoon J.-Y. J. Am. Chem. Soc. 2006; 128: 6302
- 122q Gomez FJ, Kamber NE, Deschamps NM, Cole AP, Wender PA, Waymouth RM. Organometallics 2007; 26: 4541
- 122r Liu P, Cheong PH.-Y, Yu Z.-X, Wender PA, Houk KN. Angew. Chem. Int. Ed. 2008; 47: 3939
- 122s Yu Z.-X, Cheong PH.-Y, Liu P, Legault CY, Wender PA, Houk KN. J. Am. Chem. Soc. 2008; 130: 2378
- 122t Liu P, Sirois LE, Cheong PH.-Y, Yu Z.-X, Hartung IV, Rieck H, Wender PA, Houk KN. J. Am. Chem. Soc. 2010; 132: 10127
- 122u Wender PA, Sirois LE, Stemmler RT, Williams TJ. Org. Lett. 2010; 12: 1604
- 122v Wender PA, Lesser AB, Sirois LE. Angew. Chem. Int. Ed. 2012; 51: 2736
- 122w Hong X, Stevens MC, Liu P, Wender PA, Houk KN. J. Am. Chem. Soc. 2014; 136: 17273
- 122x Wender PA, Fournogerakis DN, Jeffreys MS, Quiroz RV, Inagaki F, Pfaffenbach M. Nat. Chem. 2014; 6: 448
- 122y Wender PA, Inagaki F, Pfaffenbach M, Stevens MC. Org. Lett. 2014; 16: 2923
- 122z Mustard TJ. L, Wender PA, Cheong PH.-Y. ACS Catal. 2015; 5: 1758
- 123 Melcher M.-C, von Wachenfeldt H, Sundin A, Strand D. Chem. Eur. J. 2015; 21: 531
- 124a Jiao L, Lin M, Yu Z.-X. Chem. Commun. 2010; 46: 1059
- 124b Jiao L, Lin M, Zhuo L.-G, Yu Z.-X. Org. Lett. 2010; 12: 2528
- 124c Jiao L, Ye S, Yu Z.-X. J. Am. Chem. Soc. 2008; 130: 7178
- 124d Lin M, Kang G.-Y, Guo Y.-A, Yu Z.-X. J. Am. Chem. Soc. 2012; 134: 398
- 125 Moran J, Smith AG, Carris RM, Johnson JS, Krische MJ. J. Am. Chem. Soc. 2011; 133: 18618
- 126a Wu J.-Q, Qiu Z.-P, Zhang S.-S, Liu J.-G, Lao Y.-X, Gu L.-Q, Huang Z.-S, Li J, Wang H. Chem. Commun. 2015; 51: 77
- 126b Zell D, Bu Q, Feldt M, Ackermann L. Angew. Chem. Int. Ed. 2016; 55: 7408
- 127 Tewes G, Hirschfelder A, Eilbracht P. Tetrahedron 1996; 52: 5449
- 128 Sherry BD, Fürstner A. Chem. Commun. 2009; 7116
- 129a Dieskau AP, Holzwarth MS, Plietker B. J. Am. Chem. Soc. 2012; 134: 5048
- 129b Pursely D, Plietker B. Synlett 2014; 25: 2316
- 129c Lin C.-H, Plietker B. Isr. J. Chem. 2016; 56: 409
- 130 Li Z.-R, Bao X.-X, Sun J, Shen J, Wu D.-Q, Liu Y.-K, Deng Q.-H, Liu F. Org. Chem. Front. 2016; 3: 934
- 131a Laugeois M, Ponra S, Ratovelomanana-Vidal V, Michelet V, Vitale MR. Chem. Commun. 2016; 52: 5332
- 131b Halskov KS, Næsborg L, Tur F, Jørgensen KA. Org. Lett. 2016; 18: 2220
- 132 Meazza M, Rios Torres R. Chem. Eur. J. 2016; 22: 9923