A continuing challenge: N-heterocyclic carbene-catalyzed syntheses of γ-butyrolactones.

Chem Soc Rev

Department of Chemistry, Department of Pharmacology, Center for Molecular Innovation and Drug Discovery, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, USA.

Published: March 2018

Catalytic, stereoselective N-heterocyclic carbene-catalyzed reactions facilitate efficient construction of many different heterocyclic compounds, such as the enantioenriched 5-membered (γ) lactones highlighted in this tutorial review. Herein, various strategies to enable formal [3+2] type annulations between electrophilic carbonyl equivalents and homoenolate nucleophiles for the synthesis of γ-lactones are summarized.

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http://dx.doi.org/10.1039/c7cs00386bDOI Listing

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