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Diastereoselective formal total synthesis of (+/-)-triptolide via a novel cationic cyclization of 2-alkenyl-1,3-dithiolane

Authors :
Rachid Baati
Paul Hellier
Marc Nicolas
Sylvie Goncalves
Alain Wagner
Source :
Chemical communications (Cambridge, England). 46(31)
Publication Year :
2010

Abstract

A concise and diastereoselective formal total synthesis of triptolide, a natural product with a wide range of biological properties, is described. The key reaction is an unprecedented 6-endo-Trig cationic cyclization of a 2-alkenyl-1,3-dithiolane precursor induced by TMSOTf as Lewis acid.

Details

ISSN :
1364548X
Volume :
46
Issue :
31
Database :
OpenAIRE
Journal :
Chemical communications (Cambridge, England)
Accession number :
edsair.doi.dedup.....c67b64c252ef8f65d507be0f0cf98735