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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.