Issue 2, 2013
From the journal:

Chemical Science

Catalytic asymmetric synthesis of highly substituted pyrrolizidines†

Andrew D. Lim,a   Julian A. Codellia  and  Sarah E. Reisman*a  

* Corresponding authors

a The Warren and Katharine Schlinger Laboratory of Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA
E-mail: reisman@caltech.edu

Abstract

A catalytic asymmetric double (1,3)-dipolar cycloaddition reaction has been developed. Using a chiral silver catalyst, enantioenriched pyrrolizidines can be prepared in one flask from inexpensive, commercially available starting materials. The pyrrolizidine products contain a variety of substitution patterns and as many as six stereogenic centers.

Graphical abstract: Catalytic asymmetric synthesis of highly substituted pyrrolizidines

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Article information

DOI
https://doi.org/10.1039/C2SC21617E
Article type
Edge Article
Submitted
28 Sep 2012
Accepted
31 Oct 2012
First published
13 Nov 2012

Chem. Sci., 2013,4, 650-654

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Catalytic asymmetric synthesis of highly substituted pyrrolizidines

A. D. Lim, J. A. Codelli and S. E. Reisman, Chem. Sci., 2013, 4, 650 DOI: 10.1039/C2SC21617E

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