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Catalytic Asymmetric Conjugate Addition of Indolizines to α,β‐Unsaturated Ketones
Author(s) -
Correia José Tiago Menezes,
List Benjamin,
Coelho Fernando
Publication year - 2017
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.201700513
Subject(s) - conjugate , enantioselective synthesis , phosphoric acid , catalysis , alkylation , chemistry , enantiomer , addition reaction , enantiomeric excess , organic chemistry , combinatorial chemistry , mathematics , mathematical analysis
A catalytic enantioselective conjugate addition of indolizines to enones is described. The chiral phosphoric acid ( S )‐TRIP activates α,β‐unsaturated ketones, thereby promoting an enantioface‐differentiating attack by indolizines. Using this reaction, several alkylated indolizines were synthesized in good yields and with enantiomeric ratios of up to 98:2.
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