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Free radical rearrangement of bicyclo[2.2.2]- and bicyclo[4.2.0]octenones systems

✍ Scribed by Wei Zhang; Paul Dowd

Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
1023 KB
Volume
49
Category
Article
ISSN
0040-4020

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✦ Synopsis

Intramolecular cyclization of carbon radicals to carbonyl groups was carried out on bicydo[2.2.21and bicyclof4.2.Oloctenones. An unexpected ring expansion product 19, produed by /3-scission of the intermediate alkoxyl radical 22, was observed. The j3,ysituated double bond of the bicyclic ketones appears to have a dampening effect on the carbon radical-ketone cyclization and the allylic cleavage of the alkoxyl radical.

1966

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