Gold-Catalyzed Hydrosilyloxylation Driving Tandem Aldol and Mannich Reactions

被引:22
作者
Kang, Dongjin [1 ]
Park, Sangjune [1 ]
Ryu, Taekyu [1 ]
Lee, Phil Ho [1 ]
机构
[1] Kangwon Natl Univ, Dept Chem, Chunchon 200701, South Korea
基金
新加坡国家研究基金会;
关键词
ALLYLIC ALCOHOLS; ASYMMETRIC ALDOL; ISOMERIZATION; CONDENSATION; PLATINUM; ALKYNES; CYCLOADDITION; HETEROCYCLES; CARBOCYCLES; DERIVATIVES;
D O I
10.1021/ol301660f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chemoselective formation of an enolate from alkyne in the presence of a carbonyl and imine group was realized, which constructed a variety of structural motifs under exceedingly mild reaction conditions in a tandem process. Reaction driving tandem hydrosilyloxylation/aldol reactions was achieved through the formation of enol silyl ethers catalytically generated in situ from readily available alkynes. These reactions were expanded to obtain beta-amino enol silyl ethers in good yields via the tandem hydrosilyloxylation/isomerization/Mannich reaction.
引用
收藏
页码:3912 / 3915
页数:4
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