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
收藏
页码：2411 / 2416
页数：6
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