BENZYNE-INDUCED FRAGMENTATION OF 1,3-OXATHIOLANES. A NOVEL METHOD FOR DEPROTECTION OF CARBONYL GROUPS, PREPARATION OF PHENYL VINYL SULFIDES, AND 1,2-CARBONYL TRANSPOSITION

DOI: 10.1016/S0040-4039(00)98960-3

Source and publish data:

Tetrahedron Letters p. 2195 - 2198 (1985)

Update date:2022-07-29

Topics:

Authors:

Nakayama, Juzo

Sugiura, Hidetoshi

Shiotsuki, Atsuko

Hoshino, Masamatsu

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Article abstract of DOI:10.1016/S0040-4039(00)98960-3

A variety of 1,3-oxathiolanes undergo a benzyne-induced fragmentation leading to phenyl vinyl sulfides and carbonyl compounds.The reaction developed here provides a novel method for deprotection of carbonyl compounds from 1,3-oxathiolanes, preparation of phenyl vinyl sulfides, and 1,2-carbonyl transposition.

Full text of DOI:10.1016/S0040-4039(00)98960-3

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