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Synlett 2005(12): 1912-1916  
DOI: 10.1055/s-2005-871929
LETTER
© Georg Thieme Verlag Stuttgart · New York

2,4-Diaryltetrahydropyran Formation by the Prins Cyclization and Its Application towards the Synthesis of Epicalyxin F and Calyxin I

Xiao-Fan Yanga, Mingwen Wanga, Yuhua Zhanga, Chao-Jun Li*b
a Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
b Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, QC, H3A 2K6, Canada
e-Mail: cj.li@mcgill.ca;
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Publication History

Received 19 April 2005
Publication Date:
07 July 2005 (online)

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Abstract

A three-component Prins-Friedel-Crafts reaction was developed to synthesize 4-aryl tetrahydropyran derivatives. The methodology was applied towards the synthesis of calyxin I in ionic liquid.

Key words

Prins cyclization - Friedel-Crafts reaction - ionic liquids - tetrahydropyrans