Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 27, 2025

We present a stereoretentive nucleophilic substitution of homoallylic tertiary alcohols via the formation nonclassical cyclopropyl carbinyl (CPC) carbocation intermediate. This strategy enables creation highly congested centers with preserved stereocontrol, addressing typical challenges instability and reactivity in SN1 mechanisms. The stabilization CPC intermediate is crucial for achieving precise regio- stereoselectivity, significantly enhancing utility SN1-type mechanisms complex molecule synthesis.

Language: Английский