Catalytic enantioselective direct Michael additions of ketones to alkylidene malonates

Enantioselective direct Michael additions of ketones using ( S)-1-(2-pyrrolidinylmethyl)-pyrrolidine as a catalyst are described. Michael adducts with up to 91% e.e. were obtained by the reaction of alkylidene malonates with simple unactivated ketones under mild reaction conditions. Graphic

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Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 27; pp. 4441 - 4444
Main Authors Betancort, Juan M, Sakthivel, Kandasamy, Thayumanavan, Rajeswari, Barbas, Carlos F
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 02.07.2001
Elsevier
Subjects
asymmetric catalyst
asymmetric synthesis
Chemistry
Chemistry, Organic
Michael reaction
Physical Sciences
Science & Technology
asymmetric catalyst
Michael reaction
asymmetric synthesis
ALDOL REACTIONS
ACCEPTORS
CONJUGATE ADDITION
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Summary:Enantioselective direct Michael additions of ketones using ( S)-1-(2-pyrrolidinylmethyl)-pyrrolidine as a catalyst are described. Michael adducts with up to 91% e.e. were obtained by the reaction of alkylidene malonates with simple unactivated ketones under mild reaction conditions. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)00793-6