Related Experiment Videos
Transannular nitrone cycloaddition. A stereocontrolled entry to the spirocyclic core of pinnaic acid
J D White1, P R Blakemore, E A Korf
1Department of Chemistry, Oregon State University, Corvallis, Oregon 97331-4003, USA. james.white@orst.edu
Organic Letters
|June 29, 2001
Abstract:
[figure: see text] Thermolysis of lactone 18 initiated a stereospecific transannular nitrone-olefin [3 + 2] cycloaddition to yield tetracycle 19. Methanolysis followed by reductive cleavage of the isoxazolidine yielded 20, representing the azaspirocyclic core of pinnaic acid (1).