Lewis base activation of Lewis acids: Vinylogous aldol additions of silyl dienol ethers to aldehydes

被引：32

作者：

Denmark, SE ^{[1
]}

Heemstra, JR ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

SYNLETT | 2004年 / 13期

关键词：

Lewis base; asymmetric catalysis; vinylogous aldol reactions; ketones; regioselectivity;

D O I：

10.1055/s-2004-834789

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly regioselective vinylogous aldol additions of silyl dienol ethers derived from simple alpha,beta-unsaturated ketones are described. The catalyst system of silicon tetrachloride activated by chiral bisphosphoramide (R,R)-1 effectively promotes the addition of both gamma-substituted and unsubstituted silyl dienol ethers to a variety of aldehydes with exclusive gamma-regioselectivity and good to excellent diastereo- and enantioselectivity.

引用

页码：2411 / 2416

页数：6

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