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Catalytic Enantioselective Reformatsky Reaction with Aldehydes
Author(s) -
FernándezIbáñez M. Ángeles,
Maciá Beatriz,
Minnaard Adriaan J.,
Feringa Ben L.
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.200704841
Subject(s) - enantioselective synthesis , catalysis , reformatsky reaction , chemistry , aldehyde , organic chemistry , combinatorial chemistry
120 years after the discovery of the Reformatsky reaction, the first effective catalytic enantioselective Reformatsky reaction with aldehydes using a binol derivative as a chiral catalyst is presented (see scheme; TMS=trimethylsilyl). The reaction is performed with ethyl iodoacetate and Me 2 Zn. The presence of air is found to be crucial to reach high conversions and selectivities.