4.4 Article

Three-component synthesis of 2-aryl-4-arylthio-tetrahydro-2H-pyrans via the Prins-cyclization

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 24, Pages 2877-2880

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.03.176

Keywords

Prins-cyclization; Three-component reaction; 4-Arylthiotetrahydropyrans

Funding

  1. CSIR, New Delhi

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A three-component coupling of aldehyde, homoallylic alcohol and aryl thiol, has been achieved in the presence of trifluoroacetic acid in dichloromethane at room temperature to produce 4-arylthiotetrahydropyrans in good yields with all cis-selectivity. This method is simple, selective and convenient for introducing a thiol group on a tetrahydropyran ring. (C) 2009 Elsevier Ltd. All rights reserved.

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