Regioselectivity in Cyclofunctionalization of Olefinic Alcohols with Benzeneselenenyl Halides at Different Temperatures[1 – 4]

✍ Scribed by Konstantinovic, Stanimir ;Bugarčič, Zorica ;Milosavljevič, Slobodan ;Schroth, Gerhard ;Mihailovič, Mihailo Lj.

• Publisher: John Wiley and Sons
• Year: 1992
• Tongue: English
• Weight: 719 KB
• Volume: 1992
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199219920145

✦ Synopsis

Abstract

The regioselectivity in cyclofunctionalization of some acyclic olefinic alcohols with benzeneselenenyl halides (PhSeCl and PhSeBr) at different temperatures (−78^°^C, O^°^C and room temperature) is investigated. It has been found that Δ^4^‐ and Δ^5^‐ alkenols are converted into five‐ and/or six‐membered cyclic phenyl selenoethers, the yield of which decreases with increasing reaction temperature. PhSeCl has been found to be more efficient than PhSeBr in the cyclization reactions.