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Water in Stereoselective Organocatalytic Reactions
Author(s) -
Gruttadauria Michelangelo,
Giacalone Francesco,
Noto Renato
Publication year - 2009
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.200800731
Subject(s) - chemistry , enantioselective synthesis , iminium , enamine , organocatalysis , catalysis , stereoselectivity , organic chemistry , combinatorial chemistry
In this review, recent advances in asymmetric organocatalytic reactions carried out with variable amounts of water, from substoichiometric to a large excess (reaction medium), are discussed. We also summarize several proposed mechanisms for the different possibilities of the action of water both in the increased activity of the catalyst and in the asymmetric induction. Finally, the application of this catalytic methodology to the enantioselective synthesis of valuable compounds through enamine or iminium catalysis is presented.