Enantio- and diastereoselective Michael addition reactions of alpha-cyanoketones to nitroalkenes catalyzed by binaphthyl-derived organocatalyst

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SCOPUS

42

초록

The catalytic enantioselective and diastereoselective Michael addition reactions promoted by chiral bifunctional organocatalysts are described. The treatment of alpha-cyanoketones with nitroalkenes under mild reaction conditions afforded the corresponding gamma-niro alpha-cyanoketones with excellent diastereoselectivities (up to syn/anti >99/1) and excellent enantioselectivities (up to 99% ee). (C) 2012 Elsevier Ltd. All rights reserved.

키워드

Organocatalysis; Michael reaction; Asymmetric catalysis; Cyanoketones; Nitroalkenes; MANNICH-TYPE REACTIONS; ENANTIOSELECTIVE CONJUGATE ADDITION; BETA-KETO-ESTERS; ALPHA,BETA-UNSATURATED KETONES; QUATERNARY STEREOCENTERS; 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC-SYNTHESIS; HIGHLY EFFICIENT; CYANO ACETATES; KETOESTERS
제목
Enantio- and diastereoselective Michael addition reactions of alpha-cyanoketones to nitroalkenes catalyzed by binaphthyl-derived organocatalyst
저자
Lee, Hyun Joo; Woo, Saet Byeol; Kim, Dae Young
DOI
10.1016/j.tetlet.2012.04.095
발행일
2012-06-27
유형
Article
저널명
Tetrahedron Letters
권
53
호
26
페이지
3374 ~ 3377