Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

Catalytic Asymmetric Conjugate Addition of Indolizines to α,β-Unsaturated Ketones

Catalytic Asymmetric Conjugate Addition of Indolizines to α,β-Unsaturated Ketones
Fernando Coelho, José Tiago Menezes Correia, Benjamin List
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. Alkylated indolizines: Using (S)-TRIP as monofunctional catalyst, several alkylated indolizines were synthesized in good yields and with enantiomeric ratios of up to 98:2.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201700513

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