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 D.; Huang D.; Bodnar A.K.; Yu S.; Newhouse T.R.. - In: TETRAHEDRON. - ISSN 0040-4020. - ELETTRONICO. - 76:51(2020), pp. 131417.1-131417.12. [10.1016/j.tet.2020.131417]
Zinc-mediated anionic cyclization of unstabilized ketone enolates with unactivated alkenes
Olivieri D.;
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
