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Straightforward Access to Protected syn α‐Amino‐β‐hydroxy Acid Derivatives
Author(s) -
Patel Jignesh,
Clavé Guillaume,
Renard PierreYves,
Franck Xavier
Publication year - 2008
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.200800860
Subject(s) - aldol reaction , amino acid , combinatorial chemistry , scheme (mathematics) , chemistry , titanium , computer science , organic chemistry , mathematics , catalysis , biochemistry , mathematical analysis
Titanium stability : syn α‐Amino‐β‐hydroxy acid derivatives were prepared in excellent diastereoselectivities by an aldol reaction with chiral N ‐(azidoacetyl)thiazolidin‐2‐thione derivatives (see scheme; NMP= N ‐methylpyrrolidinone). Titanium enolates of these derivatives are stable and provide a new and efficient method to access chiral amino acids.