Photochemical behaviour of biased homo-conjugated ketones: Details of an oxa-di-π-methane rearrangement

Jakob Zizuashvili, Sarah Abramson, Uri Shmueli, Benzion Fuchs*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The acetone sensitized irradiation of the three spiro[5.5]undeca-1,3-dien- 7-ones (1),(2), and (3) leads to two types of annelated bicyclo[3.1.0]hexen-2-yl ketone products, the structures of which were assigned by n.m.r. spectroscopy and confirmed by X-ray crystallography; the results are interpreted in terms of a substitution-influenced 1,2-acyl shift, involving one or both double bonds, with an oxa-di-π-methane type mechanism.

Original languageEnglish
Pages (from-to)1375-1378
Number of pages4
JournalChemical Communications
Issue number24
DOIs
StatePublished - 1982

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