One-pot enol silane formation-Mukaiyama aldol-type addition to dimethyl acetals mediated by TMSOTf

被引:35
作者
Downey, C. Wade [1 ]
Johnson, Miles W. [1 ]
Tracy, Kathryn J. [1 ]
机构
[1] Univ Richmond, Gottwald Ctr Sci, Richmond, VA 23173 USA
关键词
D O I
10.1021/jo8001084
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various ketones, esters, amides, and thioesters add in high yield to dimethyl acetals in the presence of silyl trifluoromethanesulfonates and an amine base. Acetals derived from aryl, unsaturated, and aliphatic aldehydes are all effective substrates. The reaction proceeds in a single reaction flask, with no purification of the intermediate enol silane necessary.
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页码:3299 / 3302
页数:4
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