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Highly Diastereoselective and Enantioselective Synthesis of α‐Hydroxy β‐Amino Acid Derivatives: Lewis Base Catalyzed Hydrosilylation of α‐Acetoxy β‐Enamino Esters
Author(s) -
Jiang Yan,
Chen Xing,
Zheng Yongsheng,
Xue Zhouyang,
Shu Chang,
Yuan Weicheng,
Zhang Xiaomei
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.201102150
Subject(s) - hydrosilylation , enantioselective synthesis , lewis acids and bases , catalysis , chemistry , base (topology) , organic chemistry , mathematics , mathematical analysis
By design : A series of α‐acetoxy‐β‐enamino esters 1 were synthesized and then subjected to catalytic asymmetric hydrosilylation. In the presence of a chiral Lewis base catalyst, the reactions proceeded smoothly to provide a wide range of chiral α‐acetoxy β‐amino acid derivatives in high yields with good diastereoselectivities and enantioselectivities.