Inversion of Configuration in the Displacement of Lithium by Hydrogen during a Transannular 1,4-Hydrogen Transfer Accompanying a -Wittig Rearrangement
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 -Wittig rearrangement product and leading to a 1,4-transannular H-transfer to the lithium-bearing carbon atom with inversion of configuration.
Verner, Erik J.,Cohen, Theodore
p. 1072 - 1073
(2007/10/02)
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