Formation of the BC ring system of upenamide via a Staudinger/aza-Wittig reaction.

ABSTRACT: The BC ring system of upenamide was assembled using a stereoselective Diels-Alder reaction followed by a Staudinger/aza-Wittig/imine hydrolysis reaction. Stereoselective aldol coupling with an aldehyde that incorporates the DE ring system led to an advanced synthetic intermediate en route to the marine alkaloid upenamide.

SUBMITTER: Luo Z 

PROVIDER: S-EPMC2534099 | biostudies-literature | 2007 Nov

REPOSITORIES: biostudies-literature