Issue 2, 2008
From the journal:

Chemical Communications

Diastereoselective synthesis and spin-dependent photodecarbonylation of di(3-phenyl-2-pyrrolidinon-3-yl)ketones: synthesis of nonadjacent and adjacent stereogenic quaternary centers†

Marino J. E. Resendiz,a   Arunkumar Natarajana  and  Miguel A. Garcia-Garibay*a  

* Corresponding authors

a Department of Chemistry and Biochemistry, University of California–Los Angeles, 405 Hilgard Avenue, Los Angeles, California, USA
E-mail: mgg@chem.ucla.edu
Fax: 310-825-6707
Tel: 310-825-3159

Abstract

A diastereoselective procedure to obtain N-para-methoxybenzyl bis-α,α′-3-(3-phenyl-2-pyrrolidinone)yl substituted ketones with non-adjacent quaternary stereocenters, DL-2 and meso-3 was followed by a photoinduced, spin-dependent, and diastereoselective decarbonylation to give compounds DL-4 and meso-5, with adjacent all-carbon quaternary stereogenic centers.

Graphical abstract: Diastereoselective synthesis and spin-dependent photodecarbonylation of di(3-phenyl-2-pyrrolidinon-3-yl)ketones: synthesis of nonadjacent and adjacent stereogenic quaternary centers

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Article information

DOI
https://doi.org/10.1039/B711786H
Article type
Communication
Submitted
02 Aug 2007
Accepted
03 Nov 2007
First published
12 Nov 2007

Chem. Commun., 2008, 193-195

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Diastereoselective synthesis and spin-dependent photodecarbonylation of di(3-phenyl-2-pyrrolidinon-3-yl)ketones: synthesis of nonadjacent and adjacent stereogenic quaternary centers

M. J. E. Resendiz, A. Natarajan and M. A. Garcia-Garibay, Chem. Commun., 2008, 193 DOI: 10.1039/B711786H

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