Gold-Catalyzed Hydrosilyloxylation Driving Tandem Aldol and Mannich Reactions

  • Kang, Dongjin
  • Park, Sangjune
  • Ryu, Taekyu
  • Lee, Phil Ho
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초록

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.

키워드

ALLYLIC ALCOHOLSASYMMETRIC ALDOLISOMERIZATIONCONDENSATIONPLATINUMALKYNESCYCLOADDITIONHETEROCYCLESCARBOCYCLESDERIVATIVES
제목
Gold-Catalyzed Hydrosilyloxylation Driving Tandem Aldol and Mannich Reactions
저자
Kang, DongjinPark, SangjuneRyu, TaekyuLee, Phil Ho
DOI
10.1021/ol301660f
발행일
2012-08-03
유형
Article
저널명
Organic Letters
14
15
페이지
3912 ~ 3915