Literature DB >> 12120356

Titanium-catalyzed enantioselective alkynylation of aldehydes.

Gui Lu1, Xingshu Li, Wing Lai Chan, Albert S C Chan.   

Abstract

A simple and practical method to make chiral propargylic alcohols has been developed: in the presence of a titanium alkoxide catalyst prepared in situ from titanium tetraisopropoxide and (R)-H8-binaphthol, a variety of aromatic aldehydes were converted to the corresponding chiral propargylic alcohols with very good enantioselectivities (up to 96.2% e.e.) and yields.

Entities:  

Year:  2002        PMID: 12120356     DOI: 10.1039/b107817h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  The Enantioselective Addition of Alkyne Nucleophiles to Carbonyl Groups.

Authors:  Barry M Trost; Andrew H Weiss
Journal:  Adv Synth Catal       Date:  2009-05       Impact factor: 5.837

2.  Development of Zn-ProPhenol-catalyzed asymmetric alkyne addition: synthesis of chiral propargylic alcohols.

Authors:  Barry M Trost; Mark J Bartlett; Andrew H Weiss; Axel Jacobi von Wangelin; Vincent S Chan
Journal:  Chemistry       Date:  2012-10-23       Impact factor: 5.236

3.  1,1'-Binaphthyl Ligands with Bulky 3,3'-Tertiaryalkyl Substituents for the Asymmetric Alkyne Addition to Aromatic Aldehydes.

Authors:  Qin Wang; Shan-Yong Chen; Xiao-Qi Yu; Lin Pu
Journal:  Tetrahedron       Date:  2007-05-21       Impact factor: 2.457

Review 4.  Enantioselective additions of copper acetylides to cyclic iminium and oxocarbenium ions.

Authors:  Jixin Liu; Srimoyee Dasgupta; Mary P Watson
Journal:  Beilstein J Org Chem       Date:  2015-12-22       Impact factor: 2.883

5.  Highly enantioselective addition of phenylethynylzinc to aldehydes catalyzed by chiral cyclopropane-based amino alcohols.

Authors:  Bing Zheng; Zhiyuan Li; Feipeng Liu; Yanhua Wu; Junjian Shen; Qinghua Bian; Shicong Hou; Ming Wang
Journal:  Molecules       Date:  2013-12-11       Impact factor: 4.411

  5 in total

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