Chemistry Letters

A regioselective aluminum chloride-catalyzed acylation of allylic selenides via. ALPHA.-silyl intermediates. A facile route to dihydrojasmone.

K Hiroi, H Sato

Index: Hiroi, Kunio; Sato, Hiroyasu Chemistry Letters, 1986 , p. 1723 - 1726

Full Text: HTML

Citation Number: 8

Abstract

The aluminum chloride-catalyzed acylation of α-silylallylic selenides with acid chlorides at− 78° C produced γ-acylated vinylic selenides regioselectively. α-Silylallylic selenides in some cases underwent [1, 3] shifts of the selenenyl groups by the catalysis with aluminum chloride, affording γ-silylallylic selenides. This regioselective acylation of allylic selenides provides a new route to dihydrojasmone.