A Catalytic Asymmetric Reaction Involving Enolizable Anhydrides

被引:53
作者
Cornaggia, Claudio [1 ]
Manoni, Francesco [1 ]
Torrente, Esther [1 ]
Tallon, Sean [1 ]
Connon, Stephen J. [1 ]
机构
[1] Univ Dublin, Trinity Coll, Ctr Synth & Chem Biol, Trinity Biomed Sci Inst,Sch Chem, Dublin 2, Ireland
基金
欧洲研究理事会;
关键词
DYNAMIC KINETIC RESOLUTION; CYCLIC ANHYDRIDES; HOMOPHTHALIC ANHYDRIDES; CINCHONA ALKALOIDS; MESO-ANHYDRIDES; METHANOLYTIC DESYMMETRIZATION; BIFUNCTIONAL ORGANOCATALYSTS; STEREOSELECTIVE SYNTHESIS; INDUCED CYCLOADDITION; MICHAEL ADDITION;
D O I
10.1021/ol300453s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of a highly efficient novel bifunctional organocatalyst at low loadings under mild conditions, enolizable homophthalic anhydrides can be added to a range of aromatic and aliphatic aldehydes to give dihydroisocoumarins, with excellent yields and diastereo- and enantiocontrol (up to 99% ee).
引用
收藏
页码:1850 / 1853
页数:4
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