Organocatalytic Asymmetric Annulation of 1,3-Bis(alkoxycarbonyl)buta-1,3-dienes and Aldehydes


Pezzati, Bernardo and Chellat, Mathieu F. and Murphy, John J. and Besnard, Céline and Reginato, Gianna and Stephens, John C. and Alexakis, Alexandre (2013) Organocatalytic Asymmetric Annulation of 1,3-Bis(alkoxycarbonyl)buta-1,3-dienes and Aldehydes. Organic Letters, 15 (12). pp. 2950-2953. ISSN 1523-7060

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Abstract

Asymmetric organocatalytic annulation of E/Z isomeric mixtures of bis(alkyl carboxylate)buta-1,3-dienes and aldehydes has been realized via enamine catalysis. In the presence of R,R-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether, excellent stereo- and enantioselectivities were achieved for a broad spectrum of substrates.

Item Type: Article
Keywords: Organocatalytic Asymmetric Annulation; bis(alkyl carboxylate)buta-1; 3-dienes; aldehydes; enamine catalysis;
Academic Unit: Faculty of Science and Engineering > Chemistry
Item ID: 7703
Identification Number: 10.1021/ol401042b
Depositing User: Dr John Stephens
Date Deposited: 10 Jan 2017 15:06
Journal or Publication Title: Organic Letters
Publisher: American Chemical Society
Refereed: Yes
URI:

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