Intermolecular C-H activation at benzylic positions:: synthesis of (+)-imperanene and (-)-α-conidendrin

被引：66

作者：

Davies, HML ^{[1
]}

Jin, QH ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 07期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1016/S0957-4166(03)00154-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An efficient C-H activation of primary benzylic positions by means of rhodium carbenoid induced C-H insertions is described. This key step was used in concise syntheses of (+)-imperanene and (-)-alpha-conidendrin. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：941 / 949

页数：9

共 50 条

[31] Dyker G, 1999, ANGEW CHEM INT EDIT, V38, P1699, DOI 10.1002/(SICI)1521-3773(19990614)38:12<1698::AID-ANIE1698>3.0.CO
[32] 2-6
[33] DIE LIGNANE DES FICHTENHOLZES
FREUDENBERG, K
KNOF, L
[J]. CHEMISCHE BERICHTE-RECUEIL, 1957, 90 (12): : 2857 - 2869
[34] HERRICK FW, 1977, RECENT ADV PHOTOCHEM, P443
[35] Catalytic functionalization of arenes and alkanes via C-H bond activation
Jia, CG
Kitamura, T
Fujiwara, Y
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (08) : 633 - 639
[36] Total synthesis of (-)-rhazinilam: Asymmetric C-H bond activation via the use of a chiral auxiliary
Johnson, JA
Ning, L
Sames, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (24) : 6900 - 6903
[37] C-H activation and palladium migration within biaryls under Heck reaction conditions
Karig, G
Moon, MT
Thasana, N
Gallagher, T
[J]. ORGANIC LETTERS, 2002, 4 (18) : 3115 - 3118
[38] Understanding and exploiting C-H bond activation
Labinger, JA
Bercaw, JE
[J]. NATURE, 2002, 417 (6888) : 507 - 514
[39] IMPERANENE, A NOVEL PHENOLIC COMPOUND WITH PLATELET-AGGREGATION INHIBITORY ACTIVITY FROM IMPERATA-CYLINDRICA
MASUNAGA, K
SHIBUYA, M
OHIZUMI, Y
[J]. JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (01): : 138 - 139
[40] LIGNANS FROM TAXUS-WALLICHIANA
MILLER, RW
MCLAUGHLIN, JL
POWELL, RG
PLATTNER, RD
WEISLEDER, D
SMITH, CR
[J]. JOURNAL OF NATURAL PRODUCTS, 1982, 45 (01): : 78 - 82

← 1 2 3 4 5 →