Issue 47, 2018
From the journal:

Chemical Communications

Palladium/H+-cocatalyzed kinetic resolution of tertiary propargylic alcohols†

Wanli Zhanga  and  Shengming Ma ORCID logo *bc  

* Corresponding authors

a Shanghai Key Laboratory of Green Chemistry and Chemical Process, College of Chemistry and Molecular Engineering, East China Normal University, 3663 North Zhongshan Lu, Shanghai 200062, P. R. China

b Research Center for Molecular Recognition and Synthesis, Department of Chemistry, Fudan University, 220 Handan Lu, Shanghai 200433, P. R. China

c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. China
E-mail: masm@sioc.ac.cn

Abstract

A new approach to not-readily-available optically active tertiary propargylic alcohols through palladium/H+-cocatalyzed carboxylation of racemic tertiary propargylic alcohols with CO and MeOH has been described. Both enantiomers can be obtained with no less than 90% ee utilizing (R) or (S)-DTBM-Segphos. Various transformations of the optically active alcohols have been demonstrated.

Graphical abstract: Palladium/H+-cocatalyzed kinetic resolution of tertiary propargylic alcohols

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Article information

DOI
https://doi.org/10.1039/C8CC01949E
Article type
Communication
Submitted
11 Mar 2018
Accepted
09 May 2018
First published
11 May 2018

Chem. Commun., 2018,54, 6064-6067

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Palladium/H+-cocatalyzed kinetic resolution of tertiary propargylic alcohols

W. Zhang and S. Ma, Chem. Commun., 2018, 54, 6064 DOI: 10.1039/C8CC01949E

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