AN EFFICIENT SYNTHESIS OF CIS-HYDROINDAN-5-ONES BY NOVEL MODIFIED DE MAYO REACTION USING 2,3-DIHYDRO-4-PYRONES AS THE ENONE CHROMOPHORE

Authors
SATO M SUNAMI S KOGAWA T KANEKO C
Citation
M. Sato et al., AN EFFICIENT SYNTHESIS OF CIS-HYDROINDAN-5-ONES BY NOVEL MODIFIED DE MAYO REACTION USING 2,3-DIHYDRO-4-PYRONES AS THE ENONE CHROMOPHORE, Chemistry Letters, (12), 1994, pp. 2191-2194
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
12
Year of publication
1994
Pages
2191 - 2194
Database
ISI
SICI code
0366-7022(1994):12<2191:AESOCB>2.0.ZU;2-9
Abstract
A de Mayo type cyclobutane ring opening of the photo[2+2]cycloadduct d erived from 2,3-dihydro-4-pyrones and cyclopentene was effected by hea ting the adduct under an acid catalysis. The 1,2-disubstituted cyclope ntanes thus formed spontaneously underwent intramolecular Michael addi tion to afford cis-hydroindan-5-ones in satisfactory yields.