Issue 4, 2011
From the journal:

Chemical Science

Enantioselective silver-catalyzed propargylation of imines†

Hanna M. Wisniewskaa  and  Elizabeth R. Jarvo*a  

* Corresponding authors

a Natural Sciences I 4114, Department of Chemistry, University of California, Irvine, Irvine, California, USA
E-mail: erjarvo@uci.edu

Abstract

A catalytic enantioselective method for the propargylation of aldimines is described. A silver catalyst ligated by a bidentate phoshpine is utilized to provide good yields and high ee's for a variety of substrates. Homopropargylic sulfonamide products undergo facile silver-mediated cyclization to generate 2-pyrrolines, useful intermediates for alkaloid synthesis.

Graphical abstract: Enantioselective silver-catalyzed propargylation of imines

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Article information

DOI
https://doi.org/10.1039/C0SC00613K
Article type
Edge Article
Submitted
06 Dec 2010
Accepted
05 Jan 2011
First published
28 Jan 2011

Chem. Sci., 2011,2, 807-810

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Enantioselective silver-catalyzed propargylation of imines

H. M. Wisniewska and E. R. Jarvo, Chem. Sci., 2011, 2, 807 DOI: 10.1039/C0SC00613K

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