The growing impact of titanocene(III)-mediated radical epoxide opening on the synthesis of natural products

被引：49

作者：

Cuerva, JM ^{[1
]}

Justicia, J ^{[1
]}

Oller-López, JL ^{[1
]}

Bazdi, B ^{[1
]}

Oltra, JE ^{[1
]}

机构：

[1] Univ Granada, Fac Ciencias, Dept Organ Chem, E-18071 Granada, Spain

来源：

MINI-REVIEWS IN ORGANIC CHEMISTRY | 2006年 / 3卷 / 01期

关键词：

epoxides; titanocene; free radicals; synthetic methods; natural products;

D O I：

10.2174/157019306775474158

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This review describes recent developments in the homolytic ring opening of epoxides mediated and catalysed by titanocene(III) complexes, with special emphasis on their applications for the synthesis of natural products.

引用

页码：23 / 35

页数：13

共 139 条

[81] Titanocene-catalyzed cascade cyclization of epoxypolyprenes:: Straightforward synthesis of terpenoids by free-radical chemistry
Justicia, J
Rosales, A
Buñuel, E
Oller-López, JL
Valdivia, N
Haïdour, A
Oltra, JE
Barrero, AF
Cárdenas, DJ
Cuerva, JM
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (07) : 1778 - 1788
[82] LALLEMAND JY, 1973, TETRAHEDRON LETT, P4461
[83] Larock R.C., 1989, COMPREHENSIVE ORGANI
[84] Titanium-mediated domino radical cyclization/β elimination of phosphine oxides
Leca, D
Fensterbank, L
Lacôte, E
Malacria, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (32) : 4220 - 4222
[85] Total synthesis of (+/-)-methylenolactocin by radical cyclisation of an epoxide using a transition-metal radical
Maiti, G
Roy, SC
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (05): : 403 - 404
[86] Stereoselective synthesis of polysubstituted tetrahydrofurans by radical cyclization of epoxides using a transition-metal radical source.: Application to the total synthesis of (±)-methylenolactocin and (±)-protolichesterinic acid
Mandal, PK
Maiti, G
Roy, SC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (09) : 2829 - 2834
[87] Total synthesis of (±)-dihydroprotolichesterinic acid and formal synthesis of (±)-roccellaric acid by radical cyclisation of an epoxide using a transition-metal radical source
Mandal, PK
Roy, SC
[J]. TETRAHEDRON, 1999, 55 (37) : 11395 - 11398
[88] CYCLOPENTADIENYL COMPLEXES OF TITANIUM(III) AND VANADIUM(III)
MANZER, LE
[J]. INORGANIC SYNTHESES, 1982, 21 : 84 - 86
[89] Marco JA, 1996, PHYTOCHEMISTRY, V41, P837, DOI 10.1016/0031-9422(95)00702-4
[90] Oxygen-directed carbocyclizations of epoxides
Marson, CM
[J]. TETRAHEDRON, 2000, 56 (45) : 8779 - 8794

← 4 5 6 7 8 9 10 11 12 13 →