Issue 33, 2013

Ti(iii)-mediated radical cyclization of epoxy-β-aminoacrylate in the synthesis of the substituted pyrrolidine core of necine bases: synthesis of 2-epi-rosmarinecine

Abstract

A radical-mediated approach to the necine base 2-epi-rosmarinecine is described. The synthesis is based on the stereoselective formation of a highly substituted pyrrolidine ring from β-aminoacrylate, diastereoselective allylation and intramolecular cyclization.

Graphical abstract: Ti(iii)-mediated radical cyclization of epoxy-β-aminoacrylate in the synthesis of the substituted pyrrolidine core of necine bases: synthesis of 2-epi-rosmarinecine

Supplementary files

Article information

Article type
Communication
Submitted
10 May 2013
Accepted
24 Jun 2013
First published
25 Jun 2013

RSC Adv., 2013,3, 13630-13634

Ti(III)-mediated radical cyclization of epoxy-β-aminoacrylate in the synthesis of the substituted pyrrolidine core of necine bases: synthesis of 2-epi-rosmarinecine

S. Basu, P. S. Kandiyal, R. S. Ampapathi and T. K. Chakraborty, RSC Adv., 2013, 3, 13630 DOI: 10.1039/C3RA42315H

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