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Diastereoselective and Enantioselective Synthesis of Tertiary α‐Hydroxy Phosphonates through Hydrogen‐Bond Catalysis
Author(s) -
Gondi Vijaya Bhasker,
Hagihara Koji,
Rawal Viresh H.
Publication year - 2009
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.200804244
Subject(s) - enantioselective synthesis , phosphonate , aldol reaction , hydrogen bond , chemistry , catalysis , organocatalysis , stereochemistry , organic chemistry , molecule
Hydrogen‐bond activation by a diol promotes enantioselective Mukaiyama aldol reactions of acyl phosphonates. This mild and general method gives α‐hydroxy phosphonate products having two chiral centers, one tertiary and one quaternary, formed with high diastereo‐ and enantioselectivity.