Facile Preparation of Spirolactones by an Alkoxycarbonyl Radical Cyclization-Cross-Coupling Cascade

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2019 Apr 17

PMID 30989757

Citations 17

Authors

Nicholas A Weires

Yuriy Slutskyy

Larry E Overman

Affiliations

Soon will be listed here.

Abstract

An alkoxycarbonyl radical cyclization-cross-coupling cascade has been developed that allows functionalized γ-butyrolactones to be prepared in one step from simple tertiary alcohol-derived homoallylic oxalate precursors. The reaction succeeds with aryl and vinyl electrophiles and is compatible with heterocyclic fragments in both coupling partners. This chemistry allows for the rapid construction of spirolactones, which are of interest in drug discovery endeavors.

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