Efficient proline-catalyzed Michael additions of unmodified ketones to nitro olefins

Organic Letters

Volumn 3, Issue 16, 2001, Pages 2423-2425

  List, Benjamin ^a   Pojarliev, Peter ^a   Martin, Harry J ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

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ARTICLE;

EID: 0000761777     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol015799d     Document Type: Article

References (36)

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36. Guided by the concept of considering the Michael reaction as a vinylogous aldol reaction, we have used "vinylogous" proline (10) (Grison, C.; Geneve, S.; Halbin, E.; Coutrot, P. Tetrahedron 2001, 57, 4903-4923) as the catalyst. (equation presented) Remarkably, if 10 was used in the reaction of β-nitrostyrene with acetone, product 1 was obtained in 40% ee (68% yield).