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

Utpal Das; Chan Hui Huang; Wenwei Lin

doi:10.1039/c2cc31445b

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

Utpal Das, Chan Hui Huang, Wenwei Lin

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

24 Citations (Scopus)

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.

Original language	English
Pages (from-to)	5590-5592
Number of pages	3
Journal	Chemical Communications
Volume	48
Issue number	45
DOIs	https://doi.org/10.1039/c2cc31445b
Publication status	Published - 2012 May 9

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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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.",

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AB - 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.

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

Abstract

ASJC Scopus subject areas

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