An improved procedure for phenylselenoetherification of some Δ5-alkenols using pyridine, Ag2O, and some Lewis acids as catalysts

✍ Scribed by Zorica M. Bugarčić; Biljana M. Mojsilović

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: English
• Weight: 66 KB
• Volume: 15
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.10227

✦ Synopsis

Abstract

An improved procedure for intramolecular cyclization of some Δ^5^‐alkenols, using PhSeX (X = Cl, Br) has been developed. We found that cyclization can be facilitated in the presence of pyridine, Ag~2~O, and some Lewis acids as catalysts. Thus catalytic amount of additives (pyridine and Ag~2~O) influences higher yields but equimolar amount achieves almost quantitative yield under extremely mild experimental conditions. In the presence of Lewis acids (ZnCl~2~ and FeCl~3~) high yields of cyclic ether products are obtained with catalytic amounts. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:146–149, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10227