Copper hydride-catalyzed tandem 1,4-reduction/alkylation reactions

被引：108

作者：

Lipshutz, BH ^{[1
]}

Chrisman, W ^{[1
]}

Noson, K ^{[1
]}

Papa, P ^{[1
]}

Sclafani, JA ^{[1
]}

Vivian, RW ^{[1
]}

Keith, JM ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

来源：

TETRAHEDRON | 2000年 / 56卷 / 18期

基金：

美国国家科学基金会;

关键词：

conjugate reduction; copper hydride; silyl hydrides;

D O I：

10.1016/S0040-4020(00)00132-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Exposure of an enone to a catalytic quantity of [CuH(PPh3)](6) in the presence of one of several silyl hydrides (PhMe2SiH, PMHS, HMe2SiOSiMe2H) leads to conjugate reduction with concomitant formation of the corresponding silyl enol ether. Without isolation, treatment of these intermediates with a Lewis acid at low temperatures in the presence of an aldehyde, or with fluoride ion together with an activated halide, affords good yields of the product of 3-component coupling (3-CC) in a single reaction flask. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：2779 / 2788

页数：10

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