IODOVINYLIDENE LACTONE SYNTHESIS. FREE RADICAL CYCLISATION OF IODO ACETYLENIC ESTERS.

DOI: 10.1016/0040-4039(88)85342-5

Source and publish data:

Tetrahedron Letters p. 1085 - 1088 (1988)

Update date:2022-08-05

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Authors:

Haaima, Gerald

Weavers, Rex T.

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Article abstract of DOI:10.1016/0040-4039(88)85342-5

Propiolic acids add to alkenes in the presence of N-iodosuccinimide to give iodo acetylenic esters.These, on treatment with dibenzoyl peroxide, undergo cyclisation to yield (E)-iodovinylidene butyrolactones.Subsequent alkylation with lithium dimethylcuprate occurs by replacement of the iodine.

Full text of DOI:10.1016/0040-4039(88)85342-5

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