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Cyclohexenones by the photoannelation of alkenes with 2,2-dimethyl-3(2H)-furanone

✍ Scribed by S.W. Baldwin; J.M. Wilkinson

Publisher: Elsevier Science
Year: 1979
Tongue: French
Weight: 247 KB
Volume: 20
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)86378-4

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✦ Synopsis

The photoaddition of alkenes to 2,2-dimethyl-3(2H)-furanone affords products which can be efficiently elaborated to cyclohexenones by two different methods. During the past several years we have been exploring the utility of acyclic a-formy ketones, particularly formyl acetone, as partners in the photochemical annelation of alkenes. [l-3] Although our results have been encouraging, problems were frequently encountered when a synthetic goal required that either addend in the photocyloaddition reaction contain an additional heteroatan suitable for future elaboration.

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