4.4 Article

Stereoselective, One-Pot, Three-Component Synthesis of 4-Aryltetrahydropyrans from Epoxides via Prins Cyclization Reaction

Journal

SYNLETT
Volume -, Issue 2, Pages 233-238

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0031-1290080

Keywords

stereoselective; Prins cyclization; epoxide; homoallylic alcohol; boron trifluoride etherate; tetrahydropyran

Funding

  1. Council of Scientific and Industrial Research (CSIR) New Delhi [01(2332)/09/EMR-II]

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A three-component, one-pot synthesis of 4-aryltetrahydropyrans from epoxides and homoallylic alcohols in arenes via Prins-Friedel-Crafts reaction, mediated by boron trifluoride etherate, has been developed. The reaction is diastereoselective and gives only all-cis diastereomers in moderate to good yields.

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