Kinetic Resolution of 5-Substituted Cyclohexenols by Palladium-Catalyzed Asymmetric Redox-Relay Heck Reaction

Hao Li; Ang Gao; Xiu-Yan Liu; Chang-Hua Ding; Bin Xu; Xue-Long Hou

doi:10.1055/s-0035-1562620

Synthesis, Inhaltsverzeichnis

Synthesis 2017; 49(01): 159-166
DOI: 10.1055/s-0035-1562620

paper

Kinetic Resolution of 5-Substituted Cyclohexenols by Palladium-Catalyzed Asymmetric Redox-Relay Heck Reaction

Autoren

Hao Li

^aState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China eMail: dingch@sioc.ac.cn eMail: xlhou@sioc.ac.cn
Ang Gao

^aState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China eMail: dingch@sioc.ac.cn eMail: xlhou@sioc.ac.cn
Xiu-Yan Liu

^aState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China eMail: dingch@sioc.ac.cn eMail: xlhou@sioc.ac.cn
Chang-Hua Ding*

^aState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China eMail: dingch@sioc.ac.cn eMail: xlhou@sioc.ac.cn
Bin Xu*

^bDepartment of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai, 200444, P. R. of China eMail: xubin@shu.edu.cn
Xue-Long Hou*

^aState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China eMail: dingch@sioc.ac.cn eMail: xlhou@sioc.ac.cn

^cShanghai–Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China

Abstract

Alle Artikel dieser Rubrik

This paper is dedicated to Professor Dieter Enders

Abstract

The kinetic resolution of 2-substituted-cyclohexenols via palladium-catalyzed asymmetric redox-relay Heck reaction was realized, providing optically active 2-substituted cyclohexenols and trans-3,5-disubstituted cyclohexan-1-ones in high yield and good enantioselectivities with an S factor up to 22.

Key words

palladium - Heck reaction - kinetic resolution - cyclohexenol - cyclohexanone

Volltext

Referenzen

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Zusatzmaterial

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