Photochemical annelations. 6. Four-carbon photochemical annelation of alkenes with 2, 2, 6-trimethyl-1, 3-dioxolenone
SW Baldwin, JM Wilkinson
Index: Baldwin, S. W.; Wilkinson, J. M. Journal of the American Chemical Society, 1980 , vol. 102, # 10 p. 3634 - 3635
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Citation Number: 28
Abstract
We report here a new four-carbon annelation sequence which utilizes the [2+ 21 photochemical cycloaddition of 2, 2, 6-trimethyl-1, 3-dioxolenone (1) to alkenes as the key carbon-carbon bond-forming step. Subsequent mild reduction of the cyclobutane photoproducts followed by aldol cyclization provides remarkably easy access to a variety of cyclohexenones. Compound 1, prepared in high yield from diketene and acetone by the ...
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