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

RSC Advances Pub Date: 2013-07-16 DOI: 10.1039/C3RA41778F

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
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