Issue 37, 2013

Stereoselective synthesis of Jaspine B and its C2 epimer from Garner aldehyde

Abstract

Two different stereoselective routes for the synthesis of Jaspine B and its C2 epimer are presented here, starting from easily available Garner aldehyde. The key synthetic steps involved iodocyclization, organocuprate addition, HWE olefination, regioselective α-tosylation and cross metathesis reaction. This is the first report to synthesize Jaspine B involving iodocyclization.

Graphical abstract: Stereoselective synthesis of Jaspine B and its C2 epimer from Garner aldehyde

Supplementary files

Article information

Article type
Paper
Submitted
13 Apr 2013
Accepted
15 Jul 2013
First published
16 Jul 2013

RSC Adv., 2013,3, 16795-16801

Stereoselective synthesis of Jaspine B and its C2 epimer from Garner aldehyde

A. K. Jana and G. Panda, RSC Adv., 2013, 3, 16795 DOI: 10.1039/C3RA41778F

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