Issue 3, 2011
From the journal:

Chemical Communications

Organocatalytic asymmetric direct vinylogous aldol reactions of γ-crotonolactone with aromatic aldehydes†

Sunil V. Pansare*a  and  Eldho K. Paula  

* Corresponding authors

a Department of Chemistry, Memorial University, St. John's, Newfoundland, Canada
E-mail: spansare@mun.ca
Fax: +1 709-864-3702
Tel: +1 709-864-8535

Abstract

The direct aldol reaction of γ-crotonolactone and various aromatic aldehydes is catalyzed by bifunctional aminothiourea and aminosquaramide organocatalysts to provide diastereomerically and enantiomerically enriched 5-substituted 2(5H) furanones (γ-butenolides). The reaction is a simple alternative to the classical vinylogous aldol reaction of silyloxy furans.

Graphical abstract: Organocatalytic asymmetric direct vinylogous aldol reactions of γ-crotonolactone with aromatic aldehydes

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Article information

DOI
https://doi.org/10.1039/C0CC04191B
Article type
Communication
Submitted
01 Oct 2010
Accepted
21 Oct 2010
First published
10 Nov 2010

Chem. Commun., 2011,47, 1027-1029

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Organocatalytic asymmetric direct vinylogous aldol reactions of γ-crotonolactone with aromatic aldehydes

S. V. Pansare and E. K. Paul, Chem. Commun., 2011, 47, 1027 DOI: 10.1039/C0CC04191B

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