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Enantioselective Aldol Reactions with a Phosphoenolpyruvate Equivalent: Asymmetric Synthesis of 4‐Hydroxy‐2‐oxocarboxylic Acid Esters
Author(s) -
Enders Dieter,
Dyker Hubert,
Raabe Gerhard
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199304211
Subject(s) - enantioselective synthesis , aldol reaction , chemistry , hydrazone , organic chemistry , transfer hydrogenation , catalysis , ruthenium
A copy of a transformation in nature , the enantioselective transfer of pyruvate unit 1 to aldehydes is reported here. This new process which employs the hydrazone method allows the efficient synthesis of enantiomerically pure, benzyloxymethyl(BOM)‐protected 4‐hydroxy‐2‐oxocarboxylic acid esters ( R )‐ and ( S )‐ 2 .