
Journal of Organic Chemistry p. 3645 - 3650 (1981)
Update date:2022-08-02
Topics:
Hannon, S.J.
Traylor, T.G.
The reaction of trityl cation with threo-3-deuterio-2-(trimethylstannyl)butane to produce 2-butenes was shown to proceed with about 99percent anti stereochemistry.The primary and secondary isotope effects are 3.7 and 1.1, respectively.These data are interpreted in terms of a hydride-abstraction mechanism leading to a ?-?-conjugated carbocation which subsequently loses the trimethyltin group.
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