Asymmetric total synthesis of (-)-agelastatin a using sulfinimine (N-sulfinyl imine) derived methodologies.
The asymmetric synthesis of the cytotoxic marine metabolite (-)-agelastatin A (1) has been achieved from the C-ring intermediate 4,5-diamino cyclopenten-2-enone (-)-2. This key intermediate was efficiently prepared from the sulfinimine-derived alpha,beta-diamino ester 4 using ring-closing metathesis. [reaction: see text]
Davis
Franklin A
FA
Department of Chemistry, Temple University, Philadelphia, PA 19122, USA. fdavis@temple.edu
Deng
Jianghe
J
D000470:Alkaloids / Q000138:chemical synthesis*; D007097:Imines; D007202:Indicators and Reagents; D008958:Models, Molecular; D023303:Oxazolidinones / Q000138:chemical synthesis*
D000470:Alkaloids; D007097:Imines; D007202:Indicators and Reagents; D023303:Oxazolidinones; C464968:agelastatin A