Vanadium-catalyzed stereoselective cyclodimerization of arylidene malononitrile in the presence of chlorosilane and zinc

被引：22

作者：

Zhou, LH ^{[1
]}

Hirao, T ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 44期

基金：

日本学术振兴会;

关键词：

vanadium catalyst; diastereoselective cyclization; one-electron reduction; silylating reagent; co-reductant;

D O I：

10.1016/S0040-4039(00)01540-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalytic cyclodimerization of arylidene malononitriles proceeded diastereoselectively with reversible redox between vanadium and zinc in the presence of chlorotrimethylsilane. The reductive coupling reaction strongly depended on the co-reductant, additive, solvent, and substrate. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8517 / 8521

页数：5

共 5 条

[1] NON-STEREOSELECTIVE VANADIUM-CATALYZED EPOXIDATION OF 2-BENZYLIDENECYCLOHEXANOLS
SANGHVI, YS
RAO, AS
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1980, 19 (07): : 608 - 610
[2] Stereoselective reductive radical cyclization of ketonitriles catalyzed by Cp2TiCl2 in the presence of chlorosilane and zinc
Zhou, LH
Hirao, T
TETRAHEDRON, 2001, 57 (32) : 6927 - 6933
[3] STEREOSELECTIVE VANADIUM-CATALYZED EPOXIDATION OF ALPHA,BETA-UNSATURATED KETONES POSSESSING A NEIGHBORING HYDROXY GROUP
GLOTTER, E
ZVIELY, M
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (02): : 327 - 331
[4] VANADIUM-CATALYZED EPOXIDATIONS .2. HIGHLY STEREOSELECTIVE EPOXIDATIONS OF ACYCLIC HOMOALLYLIC ALCOHOLS PREDICTED BY A DETAILED TRANSITION-STATE MODEL
MIHELICH, ED
DANIELS, K
EICKHOFF, DJ
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (25) : 7690 - 7692
[5] Cp2VCl2-catalyzed meso-selective pinacol coupling reaction of aldimines in the presence of chlorosilane and zinc metal
Hatano, B
Ogawa, A
Hirao, T
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (25): : 9421 - 9424

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