Issue 2, 2015
From the journal:

Chemical Communications

A Lewis acid activated reaction of Zn with EtI to promote highly enantioselective alkyne additions to aldehydes†

Shan-yong Chen,ab   Winnie Liu,b   Xuedan Wu,b   Jun Ying,b   Xiaoqi Yu*a  and  Lin Pu*b  

* Corresponding authors

a Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, China
E-mail: xqyu@scu.edu.cn

b Department of Chemistry, University of Virginia, Charlottesville, Virginia
E-mail: lp6n@virginia.edu

Abstract

An easily available BINOL–Ti(OiPr)4 catalyst system is found to activate the reaction of Zn powder with EtI for the asymmetric alkyne addition to aldehydes at room temperature. It allows the synthesis of a number of synthetically useful chiral propargylic alcohols with both high yields and high enantioselectivity (up to >96% ee).

Graphical abstract: A Lewis acid activated reaction of Zn with EtI to promote highly enantioselective alkyne additions to aldehydes

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Article information

DOI
https://doi.org/10.1039/C4CC08031A
Article type
Communication
Submitted
10 Oct 2014
Accepted
07 Nov 2014
First published
10 Nov 2014

Chem. Commun., 2015,51, 358-361

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A Lewis acid activated reaction of Zn with EtI to promote highly enantioselective alkyne additions to aldehydes

S. Chen, W. Liu, X. Wu, J. Ying, X. Yu and L. Pu, Chem. Commun., 2015, 51, 358 DOI: 10.1039/C4CC08031A

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