Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
An Efficient Synthesis of cis-Hydroindan-5-ones by Novel Modified de Mayo Reaction Using 2,3-Dihydro-4-pyrones as the Enone Chromophore
Masayuki SatoSatoshi SunamiTomoyuki KogawaChikara Kaneko
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1994 Volume 23 Issue 12 Pages 2191-2194

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Abstract

A de Mayo type cyclobutane ring opening of the photo[2 + 2]cycloadduct derived from 2,3-dihydro-4-pyrones and cyclopentene was effected by heating the adduct under an acid catalysis. The 1,2-disubstituted cyclopentanes thus formed spontaneously underwent intramolecular Michael addition to afford cis-hydroindan-5-ones in satisfactory yields.

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© 1994 The Chemical Society of Japan
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