Issue 45, 2012
From the journal:

Chemical Communications

Enantioselective synthesis of substituted pyransviaamine-catalyzed Michael addition and subsequent enolization/cyclisation†‡

Utpal Das,a   Chan-Hui Huanga  and  Wenwei Lin*a  

* Corresponding authors

a Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan, R.O.C
E-mail: wenweilin@ntnu.edu.tw
Fax: +886229324249

Abstract

An organocatalytic construction of optically enriched substituted pyran derivatives via amine-catalyzed Michael addition and subsequent enolization/cyclisation has been described starting from electronically poor alkenes. Functionalized pyrans were obtained in high enantioselectivities (up to 96%) and good yields (up to 90%) having three contiguous chiral centers.

Graphical abstract: Enantioselective synthesis of substituted pyrans via amine-catalyzed Michael addition and subsequent enolization/cyclisation

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Article information

DOI
https://doi.org/10.1039/C2CC31445B
Article type
Communication
Submitted
27 Feb 2012
Accepted
09 Apr 2012
First published
10 Apr 2012

Chem. Commun., 2012,48, 5590-5592

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Enantioselective synthesis of substituted pyrans via amine-catalyzed Michael addition and subsequent enolization/cyclisation

U. Das, C. Huang and W. Lin, Chem. Commun., 2012, 48, 5590 DOI: 10.1039/C2CC31445B

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