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 2009(12): 1941-1959
DOI: 10.1055/s-0029-1216839
DOI: 10.1055/s-0029-1216839
REVIEW
© Georg Thieme Verlag
Stuttgart ˙ New York
The Chemistry of Deprotonated α-Aminonitriles
Weitere Informationen
Received
9 March 2009
Publikationsdatum:
29. Mai 2009 (online)
Publikationsverlauf
Publikationsdatum:
29. Mai 2009 (online)
Abstract
This review highlights various aspects of the chemistry of the anions of α-aminonitriles. Their structural features and their characteristic reactivity are discussed, along with various methods for their preparation. Special emphasis is given to synthetic applications of deprotonated α-aminonitriles which have been used as valuable and readily accessible synthetic equivalents of acyl anions and α-aminocarbanions.
1 Introduction
2 Structure and Reactivity of Deprotonated α-Aminonitriles
3 Alkylations
4 Opening of Epoxides
5 1,2-Additions
6 Acylations
7 1,4-Additions
8 Reactions of Unsaturated α-Aminonitriles
9 Other Reactions
10 Deprotonation of N-Monosubstituted and N-Unsubstituted α-Aminonitriles
11 Deprotonated α-Aminonitriles in Asymmetric Synthesis
12 Conclusions
Key words
aminonitriles - carbanions - asymmetric synthesis - amines - ketones
- 1
Strecker A. Justus Liebigs Ann. Chem. 1850, 75: 27 - 2
Galatsis P. In Name Reactions for Functional Group TransformationsLi JJ.Corey EJ. Wiley; New York: 2007. p.477 - 3
Connon SJ. Angew. Chem. Int. Ed. 2008, 47: 1176 - 4
Friestad GK.Mathies AK. Tetrahedron 2007, 63: 2541 - 5
Groeger H. Chem. Rev. 2003, 103: 2795 - 6
Yet L. Angew. Chem. Int. Ed. 2001, 40: 875 - 7
Kunz H.Sager W. Angew. Chem. Int. Ed. 1987, 26: 557 - 8
Weinges K.Graab G.Nagel D.Stemmle B. Chem. Ber. 1971, 104: 3594 - 9
Davis FA.Reddy RE.Portonovo PS. Tetrahedron Lett. 1994, 35: 9351 - 10
Corey EJ.Grogan MJ. Org. Lett. 1999, 1: 157 - 11
Dave RH.Hosangadi BD. Tetrahedron 1999, 55: 11295 - 12
Ishitani H.Komiyama S.Hasegawa Y.Kobayashi S. J. Am. Chem. Soc. 2000, 122: 762 - 13
Kunz H.Sager W.Schanzenbach D.Decker M. Liebigs Ann. Chem. 1991, 649 - 14
Takamura M.Hamashima Y.Usuda H.Kanai M.Shibasaki M. Chem. Pharm. Bull. 2000, 48: 1586 - 15
Sigman MS.Jacobsen EN. J. Am. Chem. Soc. 1998, 120: 5315 - 16
Krueger CA.Kuntz KW.Dzierba CD.Wirschun WG.Gleason JD.Snapper ML.Hoveyda AH. J. Am. Chem. Soc. 1999, 121: 4284 - 17
Wen Y.Gao B.Fu Y.Dong S.Liu X.Feng X. Chem. Eur. J. 2008, 14: 6789 - 18
Bruylants P. Bull. Soc. Chim. Belg. 1924, 33: 467 - 19
Mattalia J.-M.Marchi-Delapierre C.Hazimeh H.Chanon M. ARKIVOC 2006, (iv): 90 - 20
Sassaman MB. Tetrahedron 1996, 52: 10835 - 21
Beaufort-Droal V.Pereira E.Thery V.Aitken DJ. Tetrahedron 2006, 62: 11948 - 22
Bernardi L.Bonini BF.Capito E.Dessole G.Fochi M.Comes-Franchini M.Ricci A. Synlett 2003, 1778 - 23
Freifelder M.Hasbrouck RB. J. Am. Chem. Soc. 1960, 82: 696 - 24
Rajagopalan P.Advani BG. Tetrahedron Lett. 1965, 2197 - 25
Gaiffe A.Padovani A. C. R. Seances Acad. Sci., Ser. C 1969, 269: 144 - 26
Yoshimura J.Ogo Y.Sato T. Bull. Chem. Soc. Jpn. 1965, 38: 1809 - 27
Wasserman HH.Dion RP.Fukuyama JM. Heterocycles 1989, 28: 629 - 28
Zhu J.Quirion JC.Husson HP. Tetrahedron Lett. 1989, 30: 5137 - 29
Hauser CR.Taylor HM.Ledford TG. J. Am. Chem. Soc. 1960, 82: 1786 - 65
Ahlbrecht H.Raab W.Vonderheid C. Synthesis 1979, 127 - 30
Enders D.Lotter H. Tetrahedron Lett. 1982, 23: 639 - 31
Taillades J.Commeyras A. Tetrahedron 1974, 30: 127 - 32
Woodburn HM.Lathroum LB. J. Org. Chem. 1954, 19: 285 - 33
Welvart Z. Bull. Soc. Chim. Fr. 1961, 1653 - 34
Stork G.Ozorio AA.Leong AYW. Tetrahedron Lett. 1978, 5175 - 35
Reutrakul V.Nimgirawath S.Panichanun S.Ratananukul P. Chem. Lett. 1979, 399 - 36
Büchi G.Liang PH.Wüst H. Tetrahedron Lett. 1978, 2763 - 37
Enders D.Amaya AS.Pierre F. New J. Chem. 1999, 261 - 38
Bucherer HT.Steiner W. J. Prakt. Chem. 1934, 140: 291 - 39
Chubb FL.Edward JT. Can. J. Chem. 1981, 59: 2724 - 40
Capp CW.Cook AH.Downer JD.Heilbron I. J. Chem. Soc. 1948, 1340 - 41
Parcher BW.Erion DM.Dang Q. Tetrahedron Lett. 2004, 45: 2677 - 42
von Miller W.Plöchl J. Ber. Dtsch. Chem. Ges. 1898, 31: 2718 - 43
Boekelheide V.Weinstock J. J. Am. Chem. Soc. 1952, 74: 660 - 44
Boekelheide V.Ainsworth C. J. Am. Chem. Soc. 1950, 72: 2134 - 45
Popp FD.McEwen W. J. Am. Chem. Soc. 1957, 79: 3773 - 46
Popp FD. Adv. Heterocycl. Chem. 1968, 9: 1 - 47
Popp FD. Bull. Soc. Chim. Belg. 1981, 90: 609 - 48
Popp FD. Adv. Heterocycl. Chem. 1979, 24: 187 - 49
Popp FD. Heterocycles 1973, 1: 165 - 50
Popp FD.Buhts RE.Chesney DK. J. Heterocycl. Chem. 1978, 15: 429 - 51
Popp FD.Klinowski CW.Piccirilli R.Purcell DH.Watts RF. J. Heterocycl. Chem. 1971, 8: 313 - 52
Popp FD.Purcell DH. Synthesis 1970, 591 - 53
Piccirilli R.Popp FD. Can. J. Chem. 1969, 47: 3261 - 54
Gibson HW.Popp FD.Noble AC. J. Heterocycl. Chem. 1966, 3: 99 - 55
Popp FD.Gibson HW. J. Heterocycl. Chem. 1964, 1: 51 - 56
Popp FD.McEwen WE. J. Am. Chem. Soc. 1958, 80: 1181 - 57
Deuchert K.Hertenstein U.Hünig S. Synthesis 1973, 777 - 58
Hünig S.Wehner G. Synthesis 1975, 180 - 59
Deuchert K.Hertenstein U.Hünig S.Wehner G. Chem. Ber. 1979, 112: 2045 - 60
Corey EJ.Seebach D. Angew. Chem., Int. Ed. Engl. 1965, 4: 1075 - 61
Corey EJ.Seebach D. Angew. Chem., Int. Ed. Engl. 1965, 4: 1077 - 62
Seebach D.Corey EJ. J. Org. Chem. 1975, 40: 231 - 63
Smith AB.Adams CM. Acc. Chem. Res. 2004, 37: 365 - 64
Yus M.Najera C.Foubelo F. Tetrahedron 2003, 59: 6147 - 66
Albright JD. Tetrahedron 1983, 39: 3207 - 67
Safran YM.Bakulev VA.Mokrushin VS. Russ. Chem. Rev. 1989, 58: 148 - 68
Enders D.Shilvock JP. Chem. Soc. Rev. 2000, 29: 359 - 69
Enders D.Kirchhoff J.Gerdes P.Mannes D.Raabe G.Runsink J.Boche G.Marsch M.Ahlbrecht H.Sommer H. Eur. J. Org. Chem. 1998, 63 - 70
Boche G.Marsch M.Harms K. Angew. Chem., Int. Ed. Engl. 1986, 25: 373 - 71
Zarges W.Marsch M.Harms K.Boche G. Angew. Chem., Int. Ed. Engl. 1989, 28: 1392 - 72
Raabe G.Zobel E.Fleischhauer J.Gerdes P.Mannes D.Mueller E.Enders D. Z. Naturforsch., A: Phys. Sci. 1991, 46: 275 - 73
Cunico RF.Kuan CP. J. Org. Chem. 1992, 57: 1202 - 74
Hauser CR.Brasen WR. J. Am. Chem. Soc. 1956, 78: 494 - 75
Hauser CR.Morris GF. J. Org. Chem. 1961, 26: 4740 - 76
Taylor HM.Hauser CR. J. Am. Chem. Soc. 1960, 82: 1960 - 77
Takahashi K.Mikajiri T.Kurita H.Ogura K.Iida H. J. Org. Chem. 1985, 50: 4372 - 78
Kant J.Popp FD. J. Heterocycl. Chem. 1984, 21: 425 - 79
Badorrey R.Cativiela C.Diaz-De-Villegas MD.Galvez JA. Tetrahedron: Asymmetry 2000, 11: 1015 - 80
Brion F.Marie C.Mackiewicz P.Roul JM.Buendia J. Tetrahedron Lett. 1992, 33: 4889 - 81
Couty F.Evano G.Vargas-Sanchez M.Bouzas G. J. Org. Chem. 2005, 70: 9028 - 82
Sivaprakasam M.Couty F.Evano G.Srinivas B.Sridhar R.Rao KR. Synlett 2006, 781 - 83
Agami C.Couty F.Evano G. Tetrahedron: Asymmetry 2002, 13: 297 - 84
Amorde SM.Judd AS.Martin SF. Org. Lett. 2005, 7: 2031 - 85
Stork G. Pure Appl. Chem. 1989, 61: 439 - 86
Katagiri T.Irie M.Uneyama K. Org. Lett. 2000, 2: 2423 - 87
Laurent M.Belmans M.Kemps L.Ceresiat M.Marchand-Brynaert J. Synthesis 2003, 570 - 88
Stork G.Jacobson RM.Levitz R. Tetrahedron Lett. 1979, 9: 771 - 89
McEwen WE.Cobb RL. Chem. Rev. 1955, 55: 511 - 90
Popp FD.Kant J. J. Heterocycl. Chem. 1985, 22: 869 - 91
Tyrell JA.McEwen WE. J. Org. Chem. 1981, 46: 2476 - 92
Popp FD.Katz LE.Klinowski CW.Wefer JM. J. Org. Chem. 1968, 33: 4447 - 93
Kant J. J. Heterocycl. Chem. 1990, 27: 2129 - 94
Reutrakul V.Ratananukul P.Nimgirawath S. Chem. Lett. 1980, 71 - 95
Carlier PR.Lo KM. J. Org. Chem. 1994, 59: 4053 - 96
Carlier PR.Lo KM.Lo MMC.Williams ID. J. Org. Chem. 1995, 60: 7511 - 97
Carlier PR.Lo KM.Lo MMC.Lo PCK.Lo CWS. J. Org. Chem. 1997, 62: 6316 - 98
Reich HJ.Biddle MM.Edmonston RJ. J. Org. Chem. 2005, 70: 3375 - 99
Hünig S.Marschner C. Chem. Ber. 1989, 122: 1329 - 100
Leclerc E.Vrancken E.Mangeney P. J. Org. Chem. 2002, 67: 8928 - 101
Takahashi K.Masuda T.Ogura K.Iida H. Synthesis 1983, 1043 - 102
Takahashi K.Shibasaki K.Ogura K.Iida H. J. Org. Chem. 1983, 48: 3566 - 103
Uchibayashi M. Yakugaku Zasshi 1958, 78: 845 - 104
Blake J.Willson CD.Rapoport H. J. Am. Chem. Soc. 1964, 86: 5293 - 105
Smith RE.Morris GF.Hauser CR. J. Org. Chem. 1968, 33: 2562 - 106
Yang Z.Zhang Z.Meanwell NA.Kadow JF.Wang T. Org. Lett. 2002, 4: 1103 - 107
Abdillah F.Almeras L.Leclerc E.Mangeney P.Vrancken E. Synlett 2005, 1033 - 108
Boekelheide V.Godfrey JC. J. Am. Chem. Soc. 1953, 75: 3679 - 109
Uff BC.Budhram RS. Synthesis 1978, 206 - 110
Cooney JV.McEwen WE. J. Org. Chem. 1981, 46: 2570 - 111
Cooney JV.Beaver BD.McEwen WE. J. Heterocycl. Chem. 1985, 22: 635 - 112
Zervos M.Wartski L. Tetrahedron Lett. 1984, 25: 4641 - 113
Taylor HM.Hauser CR. J. Am. Chem. Soc. 1960, 82: 1790 - 114
Ahlbrecht H.Kompter H.-M. Synthesis 1983, 645 - 115
Schick H.Theil F.Jablokoff H.Schwarz S. Z. Chem. 1981, 21: 68 - 116
Ahlbrecht H.Pfaff K. Synthesis 1980, 413 - 117
Wakamatsu T.Hobara S.Ban Y. Heterocycles 1982, 19: 1395 - 118
Wakamatsu T.Kondo J.Hobara S.Ban Y. Heterocycles 1982, 19: 481 - 119
Leete E.Chedekel MR.Bodem GB. J. Org. Chem. 1972, 37: 4465 - 120
Leete E.Leete SAS. J. Org. Chem. 1978, 43: 2122 - 121
Mueller W.Preuss R.Winterfeldt E. Angew. Chem., Int. Ed. Engl. 1975, 14: 357 - 122
Zervos M.Wartski L.Seyden-Penne J. Tetrahedron 1986, 42: 4963 - 123
Roux MC.Seyden-Penne J.Wartski L.Posner GH.Nierlich M.Vigner D.Lance M. J. Org. Chem. 1993, 58: 3969 - 124
Roux MC.Wartski L.Nierlich M.Vigner D.Lance M. Tetrahedron 1994, 50: 8445 - 125
Ahlbrecht H.Vonderheid C. Synthesis 1975, 512 - 126
Takahashi K.Honma A.Ogura K.Iida H. Chem. Lett. 1982, 1263 - 127
Jacobson RM.Clader JW. Tetrahedron Lett. 1980, 21: 1205 - 128
Pierre F.Enders D. Tetrahedron Lett. 1999, 40: 5301 - 129
Tran VH.Kantharaj R.Roufogalis BD.Duke CC. Eur. J. Org. Chem. 2006, 2970 - 130
Chang CJ.Fang JM.Liao LF. J. Org. Chem. 1993, 58: 1754 - 131
Grierson DS.Harris M.Husson HP. J. Am. Chem. Soc. 1980, 102: 1064 - 132
Bonin M.Romero JR.Grierson DS.Husson HP. J. Org. Chem. 1984, 49: 2392 - 133
Harris M.Grierson DS.Husson HP. Tetrahedron Lett. 1981, 22: 1511 - 134
Bonin M.Romero JR.Grierson DS.Husson HP. Tetrahedron Lett. 1982, 23: 3369 - 135
Bonin M.Besselievre R.Grierson DS.Husson HP. Tetrahedron Lett. 1983, 24: 1493 - 136
Grierson DS.Harris M.Husson HP. Tetrahedron 1983, 39: 3683 - 137
Grierson D. Org. React. 1990, 39: 85 - 138
Grewe R.Mondon A. Chem. Ber. 1948, 81: 279 - 139
Jimonet P.Grierson DS.Husson HP. Tetrahedron Lett. 1987, 28: 6179 - 140
Arnott G.Clayden J.Hamilton SD. Org. Lett. 2006, 8: 5325 - 141
Couty F.David O.Larmanjat B.Marrot J. J. Org. Chem. 2007, 72: 1058 - 142
Alex A.Larmanjat B.Marrot J.Couty F.David O. Chem. Commun. 2007, 2500 - 143
Jonczyk A.Lipiak D.Stepniewski P.Zdrojewski T. Bull. Soc. Chim. Belg. 1988, 97: 165 - 144
Zdrojewski T.Jonczyk A. Synthesis 1990, 224 - 145
Zdrojewski T.Jonczyk A. Liebigs Ann. Chem. 1993, 375 - 146
Wang J.-L.Ueng C.-H.Yeh M.-CP. Tetrahedron Lett. 1995, 36: 2823 - 147
Ezquerra J.Alvarez-Builla J. J. Chem. Soc., Chem. Commun. 1984, 54 - 148
Higashino T.Kokubo H.Hayashi E. Chem. Pharm. Bull. 1985, 33: 950 - 149
Albright JD.McEvoy FJ.Moran DB. J. Heterocycl. Chem. 1978, 15: 881 - 150
McEvoy FJ.Albright JD. J. Org. Chem. 1979, 44: 4597 - 151
Albright JD.Moran DB. J. Heterocycl. Chem. 1986, 23: 913 - 152
Bellamy F.Horton D.Millet J.Picart F.Samreth S.Chazan JB. J. Med. Chem. 1993, 36: 898 - 153
Levy RS. Bull. Soc. Chim. Fr. 1967, 693 - 154
Uff BC.Budhram RS.Ghaem-Maghami G.Mallard AS.Harutunian V.Calinghen S.Choudhury N.Kant J.Popp FD. J. Chem. Res., Synop. 1986, 206 - 155
Beall LS.Padwa A. Adv. Nitrogen Heterocycl. 1998, 3: 117 - 156
Sanders EB.Secor HV.Seeman JI. J. Org. Chem. 1976, 41: 2658 - 157
Sanders EB.Secor HV.Seeman JI. J. Org. Chem. 1978, 43: 324 - 158
Mander LN.Turner JV. J. Org. Chem. 1973, 38: 2915 - 159
Stella L. Tetrahedron Lett. 1984, 25: 3457 - 160
Büchi G.Wüest H. J. Am. Chem. Soc. 1974, 96: 7573 - 161
Bryson TA.Pye WE. J. Org. Chem. 1977, 42: 3214 - 162
Vedejs E.Engler DA. Tetrahedron Lett. 1977, 1241 - 163
Hiroi K.Nakazawa K. Chem. Lett. 1980, 1077 - 164
Jackson BG.Pedersen SW.Fisher JW.Misner JW.Gardner JP.Staszak MA.Doecke C.Rizzo J.Aikins J.Farkas E.Trinkle KL.Vicenzi J.Reinhard M.Kroeff EP.Higginbotham CA.Gazak RJ.Zhang TY. Tetrahedron 2000, 56: 5667 - 165
Hauser CR.Lednicer D. J. Org. Chem. 1959, 24: 46 - 166
Makosza M.Kwast A.Kwast E.Jonczyk A. J. Org. Chem. 1985, 50: 3722 - 167
Takahashi K.Kurita H.Ogura K.Iida H. Chem. Lett. 1983, 993 - 168
Bodforss S. Ber. Dtsch. Chem. Ges. B 1931, 64: 1111 - 169
Treibs A.Derra R. Justus Liebigs Ann. Chem. 1954, 589: 176 - 170
Higginbotham L.Lapworth A.Simpson C. J. Chem. Soc., Trans. 1924, 125: 2339 - 171
Meyer N.Werner F.Opatz T. Synthesis 2005, 945 - 172
Bergner I.Opatz T. Synthesis 2007, 918 - 173
Opatz T.Ferenc D. Org. Lett. 2006, 8: 4473 - 174
Opatz T.Ferenc D. Synthesis 2008, 3941 - 175
Werner F.Blank N.Opatz T. Eur. J. Org. Chem. 2007, 3911 - 176
Uematsu N.Fujii A.Hashiguchi S.Ikariya T.Noyori R. J. Am. Chem. Soc. 1996, 118: 4916 - 177
Liermann JC.Opatz T. J. Org. Chem. 2008, 73: 4526 - 178
Kison C.Opatz T. Eur. J. Org. Chem. 2008, 2740 - 179
Kison C.Meyer N.Opatz T. Angew. Chem. Int. Ed. 2005, 44: 5662 - 180
Kison C.Opatz T. Synthesis 2006, 3727 - 181
Arduengo AJ.Krafczyk R.Schmutzler R.Craig HA.Goerlich JR.Marshall WJ.Unverzagt M. Tetrahedron 1999, 55: 14523 - 182
Kison C.Opatz T. Chem. Eur. J. 2009, 15: 843 - 183
Maigrot N.Mazaleyrat JP.Welvart Z. J. Org. Chem. 1985, 50: 3916 - 184
Ruano JLG.Martin-Castro AM.Tato F.Alonso I. J. Org. Chem. 2007, 72: 5994 - 185
Husson HP. J. Nat. Prod. 1985, 48: 894 - 186
Guerrier L.Royer J.Grierson DS.Husson HP. J. Am. Chem. Soc. 1983, 105: 7754 - 187
Husson H.-P.Royer J. Chem. Soc. Rev. 1999, 28: 383 - 188
Royer J.Husson HP. Tetrahedron Lett. 1985, 26: 1515 - 189
Grierson DS.Royer J.Guerrier L.Husson HP. J. Org. Chem. 1986, 51: 4475 - 190
Lienard P.Royer J.Quirion JC.Husson HP. Tetrahedron Lett. 1991, 32: 2489 - 191
Zhu J.Royer J.Quirion JC.Husson HP. Tetrahedron Lett. 1991, 32: 2485 - 192
Ratovelomanana V.Vidal L.Royer J.Husson HP. Heterocycles 1991, 32: 879 - 193
Yue C.Royer J.Husson HP. J. Org. Chem. 1992, 57: 4211 - 194
Francois D.Poupon E.Kunesch N.Husson H.-P. Eur. J. Org. Chem. 2004, 4823 - 195
Gillaizeau-Gauthier I.Royer J.Husson H.-P. Eur. J. Org. Chem. 2002, 1484 - 196
Freville S.Bonin M.Celerier J.-P.Husson H.-P.Lhommet G.Quirion J.-C.Thuy VM. Tetrahedron 1997, 53: 8447 - 197
Yue C.Nicolay F.Royer J.Husson HP. Tetrahedron 1994, 50: 3139 - 198
Ribeiro CMR.de Melo SJ.Bonin M.Quirion J.-C.Husson H.-P. Tetrahedron Lett. 1994, 35: 7227 - 199
Zhu J.Quirion JC.Husson HP. J. Org. Chem. 1993, 58: 6451 - 200
Royer J.Husson HP. Janssen Chim. Acta 1993, 11: 3 - 201
Lienard P.Quirion JC.Husson HP. Tetrahedron 1993, 49: 3995 - 202
Huang P.Arseniyadis S.Husson HP. Xiamen Daxue Xuebao Ziran Kexueban 1992, 31: 646 - 203
Theodorakis E.Royer J.Husson HP. Synth. Commun. 1991, 21: 521 - 204
Yue C.Royer J.Husson HP. J. Org. Chem. 1990, 55: 1140 - 205
Zhu J.Quirion JC.Husson HP. Tetrahedron Lett. 1989, 30: 6323 - 206
Huang PQ.Arseniyadis S.Husson HP. Tetrahedron Lett. 1987, 28: 547 - 207
Yue C.Gauthier I.Royer J.Husson H.-P. J. Org. Chem. 1996, 61: 4949 - 208
Gauthier I.Royer J.Husson H.-P. J. Org. Chem. 1997, 62: 6704 - 209
Enders D.Gerdes P.Kipphardt H. Angew. Chem., Int. Ed. Engl. 1990, 29: 179 - 210
Enders D.Mannes D.Raabe G. Synlett 1992, 837 - 211
Enders D.Kirchhoff J.Mannes D.Raabe G. Synthesis 1995, 659 - 212
Enders D.Shilvock JP.Raabe G. J. Chem. Soc., Perkin Trans. 1 1999, 1617 - 213
Weinges K.Klotz KP.Droste H. Chem. Ber. 1980, 113: 710 - 214
Enders D.Milovanovic M. Z. Naturforsch., B: Chem. Sci. 2007, 62: 117 - 215
Enders D.Kirchhoff J.Lausberg V. Liebigs Ann. 1996, 1361 - 216
Roux M.-C.Patel S.Merienne C.Morgant G.Wartski L. Bull. Soc. Chim. Fr. 1997, 134: 809 - 217
Enders D.Lausberg V.Del Signore G.Berner OM. Synthesis 2002, 515 - 218
Enders D.Del Signore G.Berner OM. Chirality 2003, 15: 510 - 219
Enders D.Milovanovic M.Voloshina E.Raabe G.Fleischhauer J. Eur. J. Org. Chem. 2005, 1984 - 220
Enders D.Bonten MH.Raabe G. Angew. Chem. Int. Ed. 2007, 46: 2314 - 221
Enders D.Bonten MH.Raabe G. Synlett 2007, 885 - 222
Enders D.Lotter H.Maigrot N.Mazaleyrat JP.Welvart Z. Nouv. J. Chim. 1984, 8: 747 - 223
Le Gall E.Hurvois JP.Renaud T.Moinet C.Tallec A.Uriac P.Sinbandhit S.Toupet L. Liebigs Ann./Recl. 1997, 2089 - 224
Girard N.Pouchain L.Hurvois J.-P.Moinet C. Synlett 2006, 1679 - 225
Malassene R.Toupet L.Hurvois J.-P.Moinet C. Synlett 2002, 895 - 226
Girard N.Hurvois J.-P.Toupet L.Moinet C. Synth. Commun. 2005, 35: 711 - 227
Katritzky AR.Yang Z.Lam JN. J. Org. Chem. 1991, 56: 6917 - 228
Katritzky AR.Yang H.Singh SK. J. Org. Chem. 2005, 70: 286 - 229
Rys V.Couture A.Deniau E.Lebrun S.Grandclaudon P. Tetrahedron 2005, 61: 665 - 230
Katritzky AR.Qiu G.Yang B.Steel PJ. J. Org. Chem. 1998, 63: 6699 - 231
Katritzky AR.Cui X.-L.Yang B.Steel PJ. J. Org. Chem. 1999, 64: 1979