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Biomimetic Direct Aldol Reaction of Pyruvate Esters with Chiral Aldehydes
Author(s) -
ElSepelgy Osama,
Mlynarski Jacek
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200914
Subject(s) - aldol reaction , chemistry , steric effects , cinchona , organic chemistry , selectivity , aryl , organocatalysis , catalysis , combinatorial chemistry , enantioselective synthesis , alkyl
Direct aldol reactions of pyruvate esters with sugar aldehydes is efficiently promoted by dinuclear metal complexes or chiral Cinchona alkaloid organocatalysts. Application of sterically hindered aryl esters enables the to‐date problematic aldol reaction of pyruvate donors with syn ‐ or anti ‐selectivity en route to the short and efficient synthesis of 3‐deoxy‐2‐ulosonic acids.