Bifunctional cinchona alkaloid-squaramide-catalyzed highly enantioselective aza-Michael addition of indolines to α,β-unsaturated ketones

TETRAHEDRON LETTERS

卷:54

Article

Ghosh, Arun K.¹  Zhou, Bing¹ 

[1] Purdue Univ, Dept Chem & Med Chem, W Lafayette, IN 47907 USA

关键词: Aza-Michael reaction;    Organocatalysis;    Indoline;    beta-Keto indoline;    Cinchona alkaloid;    Enantioselective;   

DOI  :  10.1016/j.tetlet.2013.04.080

来源: Elsevier

【 摘 要 】

An enantioselective aza-Michael addition of indolines to alpha,beta-unsaturated ketones was achieved using a bifunctional cinchona alkaloid-derived chiral squaramide derivative. Various beta-indolinyl ketone derivatives were obtained in good to excellent yields and with high enantioselectivity. DDQ or MnO2 oxidation of indoline derivatives provided convenient access to various enantioenriched N-substituted indole derivatives. (c) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

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