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Synthesis and photochemistry of spiro[2.5]octa-1,4-dien-3-ones. Reversible biradical formation and biradical-olefin cycloaddition

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
37
Issue
33
Identifiers
DOI: 10.1016/0040-4039(96)01246-4

Abstract

Abstract Photolysis of the spiro[2.5]octa-1,4-dien-3-one 9a results in photoisomerization via the nitrile-stabilized biradical 10. Photolysis of dienone 9b in the presence of tetramethylethylene gave spiro[4.5]deca-1,4-dien-3-one 12 by cycloaddition of the intermediate biradical 11 to tetramethylethylene.

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