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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, Email: cpchuangmail.ncku.edu.tw

S. Xue, L. He, Y.-K. Liu, K.-Z. Han, Q.-X. Guo, Synthesis, 2006, 666-674.

DOI: 10.1055/s-2006-926300


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. A one-pot process was also developed, in which the pyridinium salts were generated in situ from corresponding halides.

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Key Words

pyridinium ylide, 2,3-dihydrofurans, conjugate addition, O-cyclization


ID: J66-Y2006-520