A regioselective Aluminium Chloride-catalyzed Acylation of Allylic Selenides via α-Silyl Intermediates

DOI: 10.1246/cl.1986.1723

Source and publish data:

Chemistry Letters p. 1723 - 1726 (1986)

Update date:2022-08-03

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Authors:

Hiroi, Kunio

Sato, Hiroyasu

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Article abstract of DOI:10.1246/cl.1986.1723

The aluminium chloride-catalyzed acylation of α-silylallylic selenides with acid chlorides at -78 deg 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 aluminium chloride, affording γ-silylallylic selenides.This regioselective acylation of allylic selenides provides a new route to dihydrojasmone.

Full text of DOI:10.1246/cl.1986.1723

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