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A Cooperative N‐Heterocyclic Carbene/Chiral Phosphate Catalysis System for Allenolate Annulations
Authors:Dr Anna Lee  Prof Karl A Scheidt
Institution:Department of Chemistry Center for Molecular Innovation and Drug Discovery, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208 (USA)
Abstract:The highly enantioselective NHC‐catalyzed 3+2] annulation reaction with α,β‐alkynals and α‐ketoesters has been developed. A new mode of cooperative catalysis involving the combination of a chiral Brønsted acid and a C1‐symmetric biaryl saturated‐imidazolium precatalyst was required to generate the desired γ‐crotonolactones in high yields and levels of enantioselectivity.
Keywords:annulation  asymmetric synthesis  cooperative catalysis  N‐heterocyclic carbene  synthetic methods
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