The Direct Asymmetric Vinylogous Aldol Reaction of Furanones with α‐Ketoesters: Access to Chiral γ‐Butenolides and Glycerol Derivatives | Zendy

Luo Jie | Zendy; Wang Haifei | Zendy; Han Xiao | Zendy; Xu LiWen | Zendy; Kwiatkowski Jacek | Zendy; Huang KuoWei | Zendy; Lu Yixin | Zendy

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The Direct Asymmetric Vinylogous Aldol Reaction of Furanones with α‐Ketoesters: Access to Chiral γ‐Butenolides and Glycerol Derivatives

Author(s) -

Luo Jie,

Wang Haifei,

Han Xiao,

Xu LiWen,

Kwiatkowski Jacek,

Huang KuoWei,

Lu Yixin

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201006316

Subject(s) - bifunctional , aldol reaction , glycerol , chemistry , catalysis , organic chemistry , combinatorial chemistry

Twice as good : The title reaction using the tryptophan‐derived bifunctional organic catalyst 1 has been developed. The reported method led to the synthesis of chiral γ‐substituted butenolides in excellent yields, with high diastereo‐ and enantioselectivities. Facile synthesis of chiral glycerol derivatives containing a tertiary hydroxy group has also been demonstrated.

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