Photochemical rearrangements of chiral bicyclo[2.2.2]oct-5-en-2-ones

Srikrishna, A. ; Danieldoss, S. (1997) Photochemical rearrangements of chiral bicyclo[2.2.2]oct-5-en-2-ones Synthetic Communications, 27 (4). pp. 655-661. ISSN 0039-7911

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Official URL: http://www.tandfonline.com/doi/abs/10.1080/0039791...

Related URL: http://dx.doi.org/10.1080/00397919708003339

Abstract

Photochemical oxadi-π-methane rearrangement (1,2-acyl shift) of the chiral bicyclo[2.2.2]oct-5-en-2-ones 2 and 3 furnishes the tricyclic ketones 5 and 6 , whereas the 1,3-acyl shift generates the cyclobutanones 7 and 8 respectively.

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