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ChemInform Abstract: Application of the Oxa-di-π-methane Photoisomerization in the Rearrangement of Carbocycles Possessing Bridgehead Unsaturation.

✍ Scribed by R. M. CORBETT; C.-S. LEE; M. M. SULIKOWSKI; J. REIBENSPIES; G. A. SULIKOWSKI

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Application of the Oxa-di-π-methane Photoisomerization in the Rearrangement of Carbocycles Possessing Bridgehead Unsaturation.

-The bridged compound (I) is found to undergo oxa-di-π-methane photoisomerization. However, reductive opening of the cyclopropane unit of the intermediate (II) does not yield desired bicyclo(5.3.1) undecene ring system but the bicyclic derivatives (III) and (IV). The methoxy analogue (V) undergoes 1,3-acyl shift instead of expected oxa-di-π-methane photoisomerization. -

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