4.4 Article

BF3•OEt2-Catalyzed Unusual Formation of cis-2,3-Disubstituted Tetrahydrofuran Scaffolds

Journal

SYNLETT
Volume -, Issue 20, Pages 2951-2954

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0031-1290084

Keywords

Lewis acid; aldehydes; 4-(phenylthio)but-3-en-1-ol; tetrahydrofuran scaffolds

Funding

  1. CSIR, New Delhi

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Aldehydes undergo smooth cyclization with 4-(phenylthio)but-3-en-1-ol in the presence of BF3 center dot OEt2 in dichloromethane at room temperature to afford a novel class of 2,3-disubstitued tetrahydrofurans in good yields with all-cis-selectivity. This method is simple, selective, and convenient for the synthesis of tetrahydrofuran scaffolds in a single step.

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