PAPER	Synthesis 2006: 675-679   DOI: 10.1055/s-2006-926300
© Georg Thieme Verlag Stuttgart · New York
Pyridinium Ylides in the Synthesis of 2,3-Dihydrofurans
Che-Ping Chuang*, An-I Tsai
Department of Chemistry, National Cheng Kung University, Tainan, Taiwan 70101, Taiwan Fax: +886(6)2740552; e-Mail: cpchuang@mail.ncku.edu.tw;
Received 4 August 2005

Abstract

A new method for the synthesis of 2,3-dihydrofurans from readily available starting enones and pyridinium salts has been developed. This protocol can provide a novel and effective methodology for the preparation of 2,3-dihydrofurans in a stereoselective fashion. To increase the efficiency of this reaction the one-pot process was also developed, in which the pyridinium salts were generated in situ from corresponding halides.

Key words

pyridinium ylide - 2,3-dihydrofuran - conjugate addition - O-cyclization - one-pot process