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Synthesis 2008(10): 1487-1513
DOI: 10.1055/s-2008-1067037
DOI: 10.1055/s-2008-1067037
REVIEW
© Georg Thieme Verlag Stuttgart · New York
Electrophilic Iodination of Organic Compounds Using Elemental Iodine or Iodides
Further Information
Received
20 December 2007
Publication Date:
29 April 2008 (online)
Publication History
Publication Date:
29 April 2008 (online)
Abstract
Synthetic methods for electrophilic iodination of organic compounds using elemental iodine or various iodides are compiled in this review, and literature data for the last 10-15 years is organised according to the type of organic compound.
1 Introduction
2 Iodination of Aromatic Hydrocarbons
2.1 Unsubstituted Aromatic Hydrocarbons
2.2 Phenols and Aromatic Ethers
2.3 Aromatic Amines
2.4 Alkyl-Substituted Aromatic Hydrocarbons
2.5 Deactivated Aromatic Hydrocarbons
3 Iodination of Alkenes and Alkynes
4 Iodination of Aliphatic Hydrocarbons
5 Iodination of Organic Compounds Bearing an Enolisable Carbonyl Group
6 Iodination of Heteroatom-Containing Organic Compounds
6.1 Organoboron and Organometallic Compounds
6.2 Heterocyclic Compounds
7 Conclusions and Perspectives
Key words
iodination - iodine - iodide
-
1a
Diederich F.Stang PJ. Metal-Catalysed Cross-Coupling Reactions Wiley-VCH; Weinheim: 1998. -
1b
Hassan J.Sévignon M.Gozzi C.Schulz E.Lemaire M. Chem. Rev. 2002, 102: 1359 -
1c
Bellina F.Carpita A.Rossi R. Synthesis 2004, 2419 - 2
Handbook of Radiopharmaceuticals: Radiochemistry and Applications
Welch MJ.Redvanly CS. Wiley; Chichester: 2003. -
3a
Vaillancourt FH.Yeh E.Vosburg DA.Garneau-Tsodikova S.Walsh CT. Chem. Rev. 2006, 106: 3364 -
3b
van Pée K.-H. Arch. Microbiol. 2001, 175: 250 - 4
Sasson Y. In The Chemistry of Functional Groups, Supplement D2: The Chemistry of Halides, Pseudohalides and Azides Part 2:Patai S.Rappoport Z. Wiley; Chichester: 1995. p.535-620 - 5
Virgil SC. In Encyclopedia of Reagents for Organic Synthesis Vol. 4:Paquette LA. Wiley; Chichester: 1995. p.2845-2846 - 6
Hanson JR. J. Chem. Res. 2006, 277 ; and references therein - 7
Barluenga J. Pure Appl. Chem. 1999, 71: 431 ; and references therein - 8
Johnsson R.Meijer A.Ellervik U. Tetrahedron 2005, 61: 11657 ; and references therein - 9
Šket B.Zupet P.Zupan M. J. Chem. Soc., Perkin Trans. 1 1989, 2279 - 10
Merkushev EB. Synthesis 1988, 923 - 11
Kryska A.Skulski L. J. Chem. Res., Miniprint 1999, 2501 - 12
Skulski L. Molecules 2000, 5: 1331 -
13a
Togo H.Iida S. Synlett 2006, 2159 -
13b
Wang HS.Miao JY.Zhao LF. Chin. J. Org. Chem. 2005, 25: 615 - 14
French AN.Bissmire S.Wirth T. Chem. Soc. Rev. 2004, 33: 354 - 15
Ranganathan S.Muraleedharan KM.Vaish NK.Jayaraman N. Tetrahedron 2004, 60: 5273 - 16
Kitagawa O.Taguchi T. Synlett 1999, 1191 - 17
Robin S.Rousseau G. Tetrahedron 1998, 54: 13681 - 18
Luliński P.Skulski L. Bull. Chem. Soc. Jpn. 1997, 70: 1665 - 19
Zielinska A.Skulski L. Molecules 2005, 10: 1307 - 20
Brazdil LC.Cutler CJ. J. Org. Chem. 1996, 61: 9621 - 21
Pourali AR.Ghanei M. Chin. J. Chem. 2006, 24: 1077 -
22a
Firouzabadi H.Iranpoor N.Shiri M. Tetrahedron Lett. 2003, 44: 8781 -
22b
Firouzabadi H.Iranpoor N.Garzan A. Adv. Synth. Catal. 2005, 347: 1925 -
22c
Sathiyapriya R.Karunakaran RJ. J. Chem. Res. 2006, 575 - 23
Shellhamer DF.Jones BC.Pettus BJ.Pettus TL.Stringer JM.Heasley VL. J. Fluorine Chem. 1998, 88: 37 - 24
Bachki A.Foubelo F.Yus M. Tetrahedron 1994, 50: 5139 - 25
Mulholland GK.Zheng Q.-H. Synth. Commun. 2001, 31: 3059 - 26
Pasha MA.Myint YY. Synth. Commun. 2004, 34: 2829 -
27a
Togo H.Nogami G.Yokoyama M. Synlett 1998, 534 -
27b
Togo H.Abe S.Nogami G.Yokoyama M. Bull. Chem. Soc. Jpn. 1999, 72: 2351 - 28
Myint YY.Pasha MA. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 2004, 43: 357 - 29
Orito K.Hatakeyama T.Takeo M.Suginome H. Synthesis 1995, 1273 - 30
Yusubov MS.Filimonov VD.Jin H.-W.Chi K.-W. Bull. Korean Chem. Soc. 1998, 19: 400 - 31
Tilve RD.Alexander VM.Khadilkar BM. Tetrahedron Lett. 2002, 43: 9457 - 32
Jafarzadeh M.Amani K.Nikpour F. Can. J. Chem. 2005, 83: 1808 - 33
Alexander VM.Khandekar AC.Samant SD. Synlett 2003, 1895 - 34
Krassowska-Œwiebocka B.Luliński P.Skulski L. Synthesis 1995, 926 - 35
Sosnowski M.Skulski L. Molecules 2005, 10: 401 - 36
Adimurthy S.Ramachandraiah G.Ghosh PK.Bedekar AV. Tetrahedron Lett. 2003, 44: 5099 - 37
Sathiyapriya R.Karunakaran RJ. Synth. Commun. 2006, 36: 1915 - 38
Emmanuvel L.Shukla RK.Sudalai A.Gurunath S.Sivaram S. Tetrahedron Lett. 2006, 47: 4793 -
39a
Karade NN.Tiwari GB.Huple DB.Siddiqui TAJ. J. Chem. Res. 2006, 366 -
39b
Krasnokutskaya EA.Trusova ME.Filimonov VD. Russ. J. Org. Chem. 2005, 41: 1750 -
40a
Krishna-Mohan KVV.Narender N.Kulkarni SJ. Tetrahedron Lett. 2004, 45: 8015 -
40b
Narender N.Srinivasu P.Kulkarni SJ.Raghavan KV. Synth. Commun. 2002, 32: 2319 -
40c
Narender N.Reddy KSK.Krishna-Mohan KVV.Kulkarni SJ. Tetrahedron Lett. 2007, 48: 6124 - 41
Yang SG.Kim YH. Tetrahedron Lett. 1999, 40: 6051 - 42
Tajik H.Esmaeili AA.Mohammadpoor-Baltork I.Ershadi A.Tajmehri H. Synth. Commun. 2003, 33: 1319 - 43
Tajik H.Mohammadpoor-Baltork I.Rasht-Abadi HR. Synth. Commun. 2004, 34: 3579 - 44
Zupan M.Iskra J.Stavber S. Tetrahedron Lett. 1997, 38: 6305 - 45
Pavlinac J.Zupan M.Stavber S. J. Org. Chem. 2006, 71: 1027 - 46
Chiappe C.Pieraccini D. ARKIVOC 2002, (xi): 249 - 47
Iskra J.Stavber S.Zupan M. Synthesis 2004, 1869 - 48
Jereb M.Zupan M.Stavber S. Chem. Commun. 2004, 2614 - 49
Branytska OV.Neumann R. J. Org. Chem. 2003, 68: 9510 - 50
Wan S.Wang SR.Lu W. J. Org. Chem. 2006, 71: 4349 - 51
Das B.Krishnaiah M.Venkateswarlu K.Reddy VS. Tetrahedron Lett. 2007, 48: 81 - 52
Iskra J.Stavber S.Zupan M. Tetrahedron Lett. 2007, 49: 893 - 53
Hajipour AR.Adibi H. J. Chem. Res. 2004, 294 -
54a
Cambie RC.Larsen DS.Rutledge PS.Woodgate PD. Aust. J. Chem. 1997, 50: 767 -
54b
Cambie RC.Rutledge PS.Smith-Palmer T.Woodgate PD. J. Chem. Soc., Perkin Trans. 1 1976, 1161 - 55
Kirschning A.Yusubov MS.Yusubova RY.Chi K.-W.Park JY. Beilstein J. Org. Chem. 2007, 3: 19 - 56
Pavlinac J.Zupan M.Stavber S. Synthesis 2006, 2603 - 57
Pavlinac J.Zupan M.Stavber S. Org. Biomol. Chem. 2007, 5: 699 - 58
Midorikawa K.Suga S.Yoshida J. Chem. Commun. 2006, 3794 - 59
Noda Y.Kashima M. Tetrahedron Lett. 1997, 38: 6225 - 60
Patil BR.Bhusare SR.Pawar RP.Vibhute YB. Tetrahedron Lett. 2005, 46: 7179 - 61
Patil BR.Bhusare SR.Pawar RP.Vibhute YB. ARKIVOC 2006, (i): 104 - 62
Panunzi B.Rotiroti L.Tingoli M. Tetrahedron Lett. 2003, 44: 8753 - 63
Stavber S.Jereb M.Zupan M. Chem. Commun. 2002, 488 - 64
Monnereau C.Blart E.Odobel F. Tetrahedron Lett. 2005, 46: 5421 - 65
Chen J.-A.Lin C.-S.Liu L.-K. J. Chin. Chem. Soc. 1996, 43: 95 - 66
Sosnowski M.Skulski L.Wolowik K. Molecules 2004, 9: 617 - 67
Lulinski P.Kryska A.Sosnowski M.Skulski L. Synthesis 2004, 441 - 68
Beinker P.Hanson JR.Meindl N.Rodriguez-Medina IC. J. Chem. Res., Synop. 1998, 204 - 69
Rodriguez-Medina IC.Hanson JR. J. Chem. Res., Synopsis 2003, 428 - 70
Jovanović MS.Popović G.Kapetanović V.Orlić M.Vladimirov S. J. Pharm. Biomed. Anal. 2004, 35: 1257 - 71
Stavber S.Kralj P.Zupan M. Synlett 2002, 598 - 72
Stavber S.Kralj P.Zupan M. Synthesis 2002, 1513 - 73
Sy W.-W.Lodge BA. Tetrahedron Lett. 1989, 30: 3769 - 74
Kryska A.Skulski L. J. Chem. Res., Synop. 1999, 590 - 75
Muraki T.Togo H.Yokoyama M. J. Org. Chem. 1999, 64: 2883 - 76
Yusubov MS.Tveryakova EN.Krasnokutskaya EA.Perederyna IA.Zhdankin VV. Synth. Commun. 2007, 37: 1259 - 77
Galli C. Chem. Rev. 1988, 88: 765 - 78
Luliński P.Skulski L. Bull. Chem. Soc. Jpn. 1999, 72: 115 - 79
Kraszkiewicz L.Sosnowski M.Skulski L. Tetrahedron 2004, 60: 9113 - 80
Kraszkiewicz L.Sosnowski M.Skulski L. Synthesis 2006, 1195 - 81
Chambers RD.Skinner CJ.Atherton M.Moilliet JS. Chem. Commun. 1995, 19 - 82
Leroy J.Schöllhorn B.Syssa-Magalé J.-L.Boubekeur K.Palvadeau P. J. Fluorine Chem. 2004, 125: 1379 -
83a
de Mattos MCS.Sanseverino AM. J. Chem. Res., Synop. 1994, 440 -
83b
Sanseverino AM.de Mattos MCS. Synthesis 1998, 1584 - 84
Villegas RAS.de Aguiar MRMP.de Mattos MCS.Guarino AWS.Barbosa LM.Assumpção LCFN. J. Braz. Chem. Soc. 2004, 15: 150 - 85
Terent’ev AO.Krylov IB.Borisov DA.Nikishin GI. Synthesis 2007, 2979 - 86
Myint YY.Pasha MA. Synth. Commun. 2004, 34: 4477 - 87
Rama K.Pasha MA. Ultrasonics Sonochem. 2005, 12: 437 - 88
Cerritelli S.Chiarini M.Cerichelli G.Capone M.Marsili M. Eur. J. Org. Chem. 2004, 623 -
89a
Iranpoor N.Shekarriz M. Tetrahedron 2000, 56: 5209 -
89b
Mahajan VA.Shinde PD.Gajare AS.Karthikeyan M.Wakharkar RD. Green Chem. 2002, 4: 325 -
90a
De Corso AR.Panunzi B.Tingoli M. Tetrahedron Lett. 2001, 42: 7245 -
90b
Yusubov MS.Yusubova RJ.Filimonov VD.Chi K.-W. Synth. Commun. 2004, 34: 443 -
90c
Conte P.Panunzi B.Tignoli M. Tetrahedron Lett. 2006, 47: 273 - 91
Jereb M.Zupan M.Stavber S. Green Chem. 2005, 7: 100 - 92
Barluenga J.Marco-Arias M.González-Bobes F.Ballesteros A.González JM. Chem. Eur. J. 2004, 10: 1677 - 93
Villegas RAS.Espírito Santo JL.Sanseverino AM.de Mattos MCS.de Aguiar MRMP.Guarino AWS. Synth. Commun. 2005, 35: 1627 - 94
Yusubov MS.Drygunova LA.Tkachev AV.Zhdankin VV. ARKIVOC 2005, (iv): 179 - 95
Sanseverino AM.da Silva FM.Jones J.de Mattos MCS. J. Braz. Chem. Soc. 2000, 11: 381 - 96
Horiuchi CA.Hosokawa H.Kanamori M.Muramatsu Y.Ochiai K.Takahashi E. Chem. Lett. 1995, 13 - 97
Horiuchi CA.Dan G.Sakamoto M.Suda K.Usui S.Sakamoto O.Kitoh S.Watanabe S.Utsukihara T.Nozaki S. Synthesis 2005, 2861 - 98
Higgs DE.Nelen MI.Detty MR. Org. Lett. 2001, 3: 349 -
99a
Ma S.Wei Q.Wang H. Org. Lett. 2000, 2: 3893 -
99b
Ma S.Ren H.Wei Q. J. Am. Chem. Soc. 2003, 125: 4817 -
99c
Ma S.Hao X.Huang X. Org. Lett. 2003, 5: 1217 -
99d
Fu C.Huang X.Ma S. Tetrahedron Lett. 2004, 45: 6063 -
99e
Fu C.Chen G.Liu X.Ma S. Tetrahedron 2005, 61: 7768 - 100
Ma S.Hao X.Huang X. Chem. Commun. 2003, 1082 - 101
Negishi E. J. Organomet. Chem. 1999, 576: 179 - 102
Johnson CR.Adams JP.Braun MP.Senanayake CBW.Wovkulich PM.Uskoković MR. Tetrahedron Lett. 1992, 33: 917 - 103
Djuardi E.Bovonsombat P.McNelis E. Synth. Commun. 1997, 27: 2497 - 104
Kim JM.Na JE.Kim JN. Tetrahedron Lett. 2003, 44: 6317 - 105
Krafft ME.Cran JW. Synlett 2005, 1263 - 106
Whang JP.Yang SG.Kim YH. Chem. Commun. 1997, 1355 - 107
Benhida R.Blanchard P.Fourrey J.-L. Tetrahedron Lett. 1998, 39: 6849 - 108
Perez AL.Lamoureux G.Herrera A. Synth. Commun. 2004, 34: 3389 - 109
Negishi E.Tan Z.Liou S.-Y.Liao B. Tetrahedron 2000, 56: 10197 - 110
Barros MT.Maycock CD.Ventura MR. Chem. Eur. J. 2000, 6: 3991 - 111
Barros MT.Maycock CD.Ventura MR. J. Chem. Soc., Perkin Trans. 1 2001, 166 - 112
William AD.Kobayashi Y. J. Org. Chem. 2002, 67: 8771 -
113a
Wang M.Xu X.-X.Liu Q.Xiong L.Yang B.Gao L.-X. Synth. Commun. 2002, 32: 3437 -
113b
Zhao Y.-L.Liu Q.Sun R.Zhang Q.Xu X.-X. Synth. Commun. 2004, 34: 463 - 114
Duan J.Dolbier WR.Chen Q.-Y. J. Org. Chem. 1998, 63: 9486 - 115
Li J.-H.Xie Y.-X.Yin D.-L. Chin. J. Org. Chem. 2002, 22: 894 - 116
Li J.-H.Xie Y.-X.Yin D.-L. Green Chem. 2002, 4: 505 -
117a
Tveryakova EN.Miroshnichenko YY.Perederina IA.Yusubov MS. Russ. J. Org. Chem. 2007, 43: 152 -
117b
Terent’ev AO.Borisov DA.Krylov IB.Nikishin GI. Synth. Commun. 2007, 37: 3151 -
118a
Yusubov MS.Perederina IA.Filimonov VD.Park T.-H.Chi K.-W. Synth. Commun. 1998, 28: 833 -
118b
Yusubov MS.Perederina IA.Kulmanakova YY.Filimonov VD.Chi K.-W. Russ. J. Org. Chem. 1999, 35: 1264 - 119
He G.-W.Liu F.-W.Xu X.-H. Chin. J. Org. Chem. 2007, 27: 663 - 120
Yan J.Li J.Cheng D. Synlett 2007, 2442 - 121
Nishiguchi I.Kanbe O.Itoh K.Maekawa H. Synlett 2000, 89 - 122
Barluenga J.González-Bobes F.González JM. Angew. Chem. Int. Ed. 2002, 41: 2556 -
123a
Montoro R.Wirth T. Org. Lett. 2003, 5: 4729 -
123b
Montoro R.Wirth T. Synthesis 2005, 1473 - 124
Barluenga J.Campos-Gómez E.Rodríguez D.González-Bobes F.González JM. Angew. Chem. Int. Ed. 2005, 44: 2808 - 125
Akhrem I.Orlinkov A.Vitt S.Chistyakov A. Tetrahedron Lett. 2002, 43: 1333 - 126
Tsang JYK.Buschhaus MSA.Legzdins P. J. Am. Chem. Soc. 2007, 129: 5372 - 127
Giri R.Chen X.Yu J.-Q. Angew. Chem. Int. Ed. 2005, 44: 2112 - 128
Giri R.Chen X.Hao X.-S.Li J.-J.Liang J.Fan Z.-P.Yu J.-Q. Tetrahedron: Asymmetry 2005, 16: 3502 - 129
Giri R.Wasa M.Breazzano SP.Yu J.-Q. Org. Lett. 2006, 8: 5685 - 130
Rao MLN.Jadhav DN. Tetrahedron Lett. 2006, 47: 6883 - 131
Okamoto T.Kakinami T.Nishimura T.Hermawan I.Kajigaeshi S. Bull. Chem. Soc. Jpn. 1992, 65: 1731 - 132
Ranu BC.Adak L.Banerjee S. Aust. J. Chem. 2007, 60: 358 -
133a
Yin G.Gao M.She N.Hu S.Wu A.Pan Y. Synthesis 2007, 3113 -
133b
Barluenga J.Marco-Arias M.González-Bobes F.Ballesteros A.González JM. Chem. Commun. 2004, 2616 - 134
Jereb M.Iskra J.Zupan M.Stavber S. Lett. Org. Chem. 2005, 2: 465 - 135
Goswami P.Ali S.Khan M.Khan AT. ARKIVOC 2007, (xv): 82 - 136
Jereb M.Stavber S.Zupan M. Synthesis 2003, 853 - 137
Jereb M.Stavber S.Zupan M. Tetrahedron 2003, 59: 5935 - 138
Bekaert A.Barberan O.Gervais M.Brion J.-D. Tetrahedron Lett. 2000, 41: 2903 - 139
Le Bras G.Provot O.Bekaert A.Peyrat J.-F.Alami M.Brion J.-D. Synthesis 2006, 1537 - 140
Horiuchi CA.Kiji S. Bull. Chem. Soc. Jpn. 1997, 70: 421 - 141
Horiuchi CA.Takahashi E. Bull. Chem. Soc. Jpn. 1994, 67: 271 - 142
Kitagawa O.Hanano T.Hirata T.Inoue T.Taguchi T. Tetrahedron Lett. 1992, 33: 1299 - 143
Kitagawa O.Kikuchi N.Hanano T.Aoki K.Yamazaki T.Okada M.Taguchi T. J. Org. Chem. 1995, 60: 7161 - 144
Okada M.Kitagawa O.Hanano T.Taguchi T. Tetrahedron 1997, 53: 6825 - 145
Kabalka GW.Mereddy AR. Tetrahedron Lett. 2004, 45: 343 - 146
Kabalka GW.Mereddy AR. Tetrahedron Lett. 2004, 45: 1417 - 147
Kabalka GW.Akula MR.Zhang J. Nucl. Med. Biol. 2002, 29: 841 - 148
Hara S.Guan T.Yoshida M. Org. Lett. 2006, 8: 2639 - 149
Freixas G.Urpí F.Vilarrasa J. Lett. Org. Chem. 2006, 3: 183 - 150
Yang D.-Y.Huang X. Synth. Commun. 1996, 26: 4617 - 151
Pérez-Balado C.Markó IE. Tetrahedron 2006, 62: 2331 - 152
Dubois EA.van den Bos JC.Doornbos T.van Doremalen PAPM.Somsen GA.Vekemans JAJM.Janssen AGM.Batink HD.Boer GJ.Pfaffendorf M.van Royen EA.van Zwieten PA. J. Med. Chem. 1996, 39: 3256 - 153
Hoyte RM.Labaree DC.Fede J.-M.Harris C.Hochberg RB. Steroids 1998, 63: 595 - 154
Goodman MM.Chen P.Plisson C.Martarello L.Galt J.Votaw JR.Kilts CD.Malveaux G.Camp VM.Shi B.Ely TD.Howell L.McConathy J.Nemeroff CB. J. Med. Chem. 2003, 46: 925 - 155
Zou M.-F.Deng M.-Z. J. Org. Chem. 1996, 61: 1857 -
156a
Kauch M.Hoppe D. Synthesis 2006, 1578 -
156b
Ganta A.Snowden TS. Synlett 2007, 2227 - 157
D’Auria M.De Luca E.Mauriello G.Racioppi R.Sleiter G. J. Chem. Soc., Perkin Trans. 1 1997, 2369 - 158
Miyaji H.Sato W.Sessler JL.Lynch VM. Tetrahedron Lett. 2000, 41: 1369 - 159
Orito K.Hatakeyama T.Takeo M.Uchiito S.Tokuda M.Suginome H. Heterocycl. Commun. 1997, 3: 207 - 160
Roy S.Gribble GW. Synth. Commun. 2006, 36: 3487 - 161
Lista L.Pezzella A.Napolitano A.d’Ischia M. Tetrahedron 2008, 64: 234 - 162
Gudmundsson KS.Wang Z.Daluge SM.Feldman PL. Nucleosides, Nucleotides Nucleic Acids 2001, 20: 1823 - 163
Liu J.-H.Chan H.-W.Wong HNC. J. Org. Chem. 2000, 65: 3274 - 164
Bogdal D.Lukasiewicz M.Pielichowski J. Green Chem. 2004, 6: 110 - 165
Nakano A.Shimidzu H.Osuka A. Tetrahedron Lett. 1998, 39: 9489 -
166a
Boyle RW.Johnson CK.Dolphin D. J. Chem. Soc., Chem. Commun. 1995, 527 -
166b
Shultz DA.Gwaltney KP.Lee H. J. Org. Chem. 1998, 63: 769 -
166c
Odobel F.Suzenet F.Blart E.Quintard J.-P. Org. Lett. 2000, 2: 131 - 167
Holzer W.Gruber H. J. Heterocycl. Chem. 1995, 32: 1351 - 168
Tretyakov EV.Vasilevsky SF. Mendeleev Commun. 1995, 6: 233 - 169
Rodríguez-Franco MI.Dorronsoro I.Hernández-Higueras AI.Antequera G. Tetrahedron Lett. 2001, 42: 863 - 170
Cheng D.-P.Chen Z.-C.Zheng Q.-G. Synth. Commun. 2003, 33: 2671 - 171
Vedejs E.Luchetta LM. J. Org. Chem. 1999, 64: 1011 - 172
Lavecchia G.Berteina-Raboin S.Guillaumet G. Tetrahedron Lett. 2004, 45: 6633 - 173
Sheldrake PW.Powling LC.Slaich PK. J. Org. Chem. 1997, 62: 3008 - 174
Bangcuyo CG.Rampey-Vaughn ME.Quan LT.Angel SM.Smith MD.Bunz UHF. Macromolecules 2002, 35: 1563 - 175
Comins DL.Nolan JM.Bori ID. Tetrahedron Lett. 2005, 46: 6697 - 176
Wang X.Turunen BJ.Leighty MW.Georg GI. Tetrahedron Lett. 2007, 48: 8811 - 177
D’Auria M.Mauriello G. Tetrahedron Lett. 1995, 36: 4883 - 178
Pearson DL.Tour JM. J. Org. Chem. 1997, 62: 1376 - 179
Liu L.Liu Z.Xu W.Xu H.Zhang D.Zhu D. Tetrahedron 2005, 61: 3813 - 180
Li G.Wang X.Li J.Zhao X.Wang F. Tetrahedron 2006, 62: 2576 - 181
Lobatón E.Rodríguez-Barrios F.Gago F.Pérez-Pérez M.-J.De Clercq E.Balzarini J.Camarasa M.-J.Velázquez S. J. Med. Chem. 2002, 45: 3934