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The thermal desulfination of allylic sulfonyl halides
Journal article   Peer reviewed

The thermal desulfination of allylic sulfonyl halides

M D King, R E Sue, Rodney H White and David James Young
Tetrahedron Letters, Vol.38(25), pp.4493-4496
1997
url
https://doi.org/10.1016/S0040-4039(97)00911-8View
Published Version

Abstract

allyl compound halide sulfinic acid derivative
Allylic sulfonyl halides can be generated by halogenolysis of the corresponding triorganotin sulfinates. Allylic sulfonyl bromides and iodides undergo a first order, thermal desulfination with allylic rearrangement to yield the corresponding allylic halides. The desulfination of a cyclic allylic sulfonyl bromide is stereospecific, proceeding with γ-syn bromine migration.

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Chemistry, Organic

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