STEREOCONTROLLED FORMATION OF CIS AND TRANS RING JUNCTIONS IN HYDRINDANE AND DECALIN SYSTEMS BY PALLADIUM-CATALYZED REGIOSELECTIVE AND STEREOSPECIFIC HYDROGENOLYSIS OF ALLYLIC FORMATES

被引：85

作者：

MANDAI, T

MATSUMOTO, T

KAWADA, M

TSUJI, J

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Okayama University of Science, Okayama 700, Ridai-cho

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 05期

关键词：

D O I：

10.1021/jo00031a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both cis and trans ring junctions can be generated selectively in hydrindane, decalin, and steroid systems by the palladium-catalyzed regioselective and stereospecific hydrogenolysis of allylic formates.

引用

页码：1326 / 1327

页数：2

共 8 条

[1] HYDROBORATION .5. NEW SYNTHESIS OF ANDROSTERONE + 19-NORANDROSTERONE
CAGLIOTI, L
MAINA, G
SELVA, A
CAINELLI, G
[J]. TETRAHEDRON, 1964, 20 (04) : 957 - &
[2] KABALKA GW, 1988, ORG SYNTH, V6, P293
[3] STEREOSPECIFIC REDUCTIVE METHYLATION VIA A RADICAL CYCLIZATION DESILYLATION PROCESS
STORK, G
SOFIA, MJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (21) : 6826 - 6828
[4] CONTROL OF RING JUNCTION STEREOCHEMISTRY VIA RADICAL CYCLIZATION
STORK, G
KAHN, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (02) : 500 - 501
[5] ALLYLIC SUBSTITUTIONS WITH RETENTION OF STEREOCHEMISTRY
TROST, BM
VERHOEVEN, TR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (19) : 3215 - 3216
[6] ALLYLIC ALKYLATION - PALLADIUM-CATALYZED SUBSTITUTIONS OF ALLYLIC CARBOXYLATES - STEREOCHEMISTRY AND REGIOCHEMISTRY
TROST, BM
VERHOEVEN, TR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (14) : 4730 - 4743
[7] TSUJI J, 1979, TETRAHEDRON LETT, P613
[8] REGIOSELECTIVE SYNTHESIS OF 1-OLEFINS BY PALLADIUM-CATALYZED HYDROGENOLYSIS OF TERMINAL ALLYLIC COMPOUNDS WITH AMMONIUM FORMATE
TSUJI, J
SHIMIZU, I
MINAMI, I
[J]. CHEMISTRY LETTERS, 1984, (06) : 1017 - 1020

← 1 →