An expeditious route to trans fused 5-7-6 and 6-7-6 carbocycles through photoisomerisation-cycloaddition of benzocycloheptenone

Ghosh, Subrata ; Roy, Supti Saha ; Saha, Goutam (1988) An expeditious route to trans fused 5-7-6 and 6-7-6 carbocycles through photoisomerisation-cycloaddition of benzocycloheptenone Tetrahedron, 44 (19). pp. 6235-6240. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)89814-8

Abstract

Benzocycloheptenones photoisomerise to strained trans-benzocycloheptenones which undergo smooth [ 4+2 ] cycloaddition with a variety of dienea. The adducts with cyclopentadiene can be readily transformed to trans fused 5-7-6 ring systems while cycloaddition with isoprene and 2-trimethylsilyloxy-1,3-butadiene produces directly trans fused 6-7-6 ring systems.

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