6533b826fe1ef96bd128539e

RESEARCH PRODUCT

Water in stereoselective organocatalytic reactions

Renato NotoMichelangelo GruttadauriaFrancesco Giacalone

subject

waterEnantioselective synthesisIminiumGeneral ChemistryAsymmetric inductionEnamineCatalysischemistry.chemical_compoundchemistryAldol reactionDiels–Alder reactionMichael additionMichael reactionMannich reactionOrganic chemistryaldol reactionorganic catalysiMannich reaction

description

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.

10.1002/adsc.200800731http://hdl.handle.net/10447/37183