We report herein general conditions for a zinc-mediated anionic cyclization of unstabilized ketone enolates. This anionic cyclization allows access to various carbocyclic architectures by utilizing abundant ketones and unactivated alkenes as precursors. The transformation is enabled by the use of Zn(TMP)2 as base and Zn(OTf)2 as an additive. The resulting alkylzinc species can be intercepted by electrophiles for tandem C–X and C–O bond formation.

Zinc-mediated anionic cyclization of unstabilized ketone enolates with unactivated alkenes

Olivieri, Diego;
2020

Abstract

We report herein general conditions for a zinc-mediated anionic cyclization of unstabilized ketone enolates. This anionic cyclization allows access to various carbocyclic architectures by utilizing abundant ketones and unactivated alkenes as precursors. The transformation is enabled by the use of Zn(TMP)2 as base and Zn(OTf)2 as an additive. The resulting alkylzinc species can be intercepted by electrophiles for tandem C–X and C–O bond formation.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11576/2695420
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