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Chiral Amino Diol Derivatives as New Modular Organocatalysts for the Enantioselective α‐Chlorination of Cyclic β‐Keto Esters
Author(s) -
Etayo Pablo,
Badorrey Ramón,
DíazdeVillegas María D.,
Gálvez José A.
Publication year - 2010
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.201000594
Subject(s) - enantioselective synthesis , chemistry , diol , optically active , chlorine , catalysis , organocatalysis , organic chemistry , combinatorial chemistry
Highly modular chiral amino diol derivatives have been used as organocatalysts in the enantioselective α‐chlorination of cyclic β‐keto esters. Optimization of the catalyst structure and the reaction conditions has allowed the synthesis of optically active α‐chlorinated products with high enantioselectivities (up to 96% ee ) using inexpensive commercially available N ‐chlorosuccinimide (NCS) as the chlorine source under mild conditions.