Heck reaction of endocyclic enecarbamates with diazonium salts. Formal enantioselective syntheses of alkaloids (−)-codonopsine and (−)-codonopsinine, and the synthesis of a new C-aryl azasugar

✍ Scribed by Denilson F. Oliveira; Elias A. Severino; Carlos Roque D. Correia

• Book ID: 104260949
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 244 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(99)00151-3

✦ Synopsis

Formal total syntheses of the pyrrolidine alkaloids (-)-codonopsine and (-)-codonopsinine, as well as the synthesis of a new C-aryl azasugar were accomplished from a common 5-membered, enantiomerieally pure endocyelie eneeaxbamate. The key step in those syntheses reties on a novel and practical version of the Heek reaction involving endocyelie enecarbamates and diazonium salts.