
Journal of Organic Chemistry p. 1072 - 1073 (1992)
Update date:2022-07-30
Topics:
Verner, Erik J.
Cohen, Theodore
The presence of a 4-tert-butyl group on 2-lithio-6-(trans-1-propenyl)tetrahydropyran dramatically changes the rearrangement behavior, inhibiting the formation of <2,3>-Wittig rearrangement product and leading to a 1,4-transannular H-transfer to the lithium-bearing carbon atom with inversion of configuration.
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