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Regio-, Chemo-, and Enantioselective Ni-Catalyzed Hydrocyanation of 1,3-Dienes

Rongrong Yu, Yidan Xing, Xianjie Fang

2021Organic Letters25 citationsDOI

Abstract

A regio-, chemo-, and enantioselective nickel-catalyzed hydrocyanation of 1,3-dienes is reported. The key to the success of this asymmetric transformation is the use of a specific multichiral diphosphite ligand. In addition to aryl-substituted 1,3-dienes, highly challenging aliphatic 1,3-diene substrates can also be preferentially converted to the corresponding 1,2-adducts in decent yields with the highest enantioselectivities to date.

Topics & Concepts

HydrocyanationChemistryEnantioselective synthesisCatalysisDieneLigand (biochemistry)ArylNickelOrganic chemistryCombinatorial chemistryStereochemistryReceptorBiochemistryNatural rubberAlkylCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and Catalysis