Issue 14, 2002
From the journal:

Chemical Communications

Highly enantioselective alkynylation of aldehydes catalyzed by a readily available chiral amino alcohol-based ligand

Biao Jiang,*a   Zili Chena  and  Wennan Xionga  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China
E-mail: jiangb@pub.sioc.ac.cn

Abstract

A new inexpensive chiral amino alcohol-based ligand, (1S,2S)-2-N,N-dimethylamino-1-(p-nitrophenyl)-3-(t-butyldimethylsilyloxy)propane-1-ol, was developed for the asymmetric alkynylation of aliphatic and aromatic aldehydes, to prepare the corresponding propargylic alcohols in high yields with up to 99% ee.

Graphical abstract: Highly enantioselective alkynylation of aldehydes catalyzed by a readily available chiral amino alcohol-based ligand

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Article information

DOI
https://doi.org/10.1039/B203984B
Article type
Communication
Submitted
25 Apr 2002
Accepted
28 May 2002
First published
14 Jun 2002

Chem. Commun., 2002, 1524-1525

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Highly enantioselective alkynylation of aldehydes catalyzed by a readily available chiral amino alcohol-based ligand

B. Jiang, Z. Chen and W. Xiong, Chem. Commun., 2002, 1524 DOI: 10.1039/B203984B

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