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

Rongrong Yu; Yidan Xing; Xianjie Fang

doi:10.1021/acs.orglett.0c04133

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

Org Lett. 2021 Feb 5;23(3):930-935. doi: 10.1021/acs.orglett.0c04133. Epub 2021 Jan 22.

Authors

Rongrong Yu¹, Yidan Xing¹, Xianjie Fang^{1

2}

Affiliations

¹ Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Frontiers Science Center for Transformative Molecules, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
² School of Chemistry and Chemical Engineering, Shanxi University, 92 Wucheng Road, Taiyuan 030006, China.

PMID: 33481617
DOI: 10.1021/acs.orglett.0c04133

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.