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A Highly Stereoselective Addition of the Anion Derived from α‐Diazoacetamide to Aromatic N ‐Tosylimines
Author(s) -
Zhao Yonghua,
Ma Zhihua,
Zhang Xiaomei,
Zou Yaping,
Jin Xianglin,
Wang Jianbo
Publication year - 2004
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.200460730
Subject(s) - stereoselectivity , chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
In the presence of an Evans oxazolidinone as the chiral auxiliary, the anion derived from α‐diazoacetamide adds to aromatic N ‐tosylimines with high stereoselectivity (see scheme). The addition products can be used in a concise and stereoselective synthesis of syn ‐ and anti ‐α‐hydroxy‐β‐amino acid derivatives.