Cobalt‐Catalyzed Enantioselective Alkenylation of Aldehydes

Author:

Lin Chuiyi1,Zhang Jiwu1,Sun Zhao1,Guo Yinlong1,Chong Qinglei1,Zhang Zhihan2,Meng Fanke1345ORCID

Affiliation:

1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences 345 Lingling Road Shanghai postcode 200032 China

2. College of Chemistry Central China Normal University 152 Louyu Road Wuhan, Hubei 430079 China

3. School of Chemistry and Materials Science, Hangzhou Institute for Advanced Study University of Chinese Academy of Sciences 1 Sub-lane Xiangshan Hangzhou 310024 China

4. Beijing National Laboratory for Molecular Sciences Beijing 1000871 China

5. State Key Laboratory of Elemento-Organic Chemistry Nankai University Tianjin 300071 China

Abstract

AbstractCatalytic enantioselective alkenylation of aldehydes with easily accessible alkenyl halides promoted by a chiral cobalt complex derived from a newly developed tridentate bisoxazolinephosphine is presented. Such processes represent an unprecedented reaction pathway for cobalt catalysis and a general approach that enable rapid construction of highly diversified enantioenriched allylic alcohols containing a 1,1‐, 1,2‐disubstituted and trisubstituted alkene as well as axial stereogenicity in up to 99 % yield and 99 : 1 er without the need of preformation of alkenyl–metal reagents. DFT calculations revealed the origin of enantioselectivity.

Funder

National Key Research and Development Program of China

National Natural Science Foundation of China

Beijing National Laboratory for Molecular Sciences

Publisher

Wiley

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