• Home
  • Search Results
  • Enantioselective total synthesis of (+)-gigantecin: exploiting the asymmetric glycolate aldol reaction.

Enantioselective total synthesis of (+)-gigantecin: exploiting the asymmetric glycolate aldol reaction.

Journal of the American Chemical Society (2004-10-08)
Michael T Crimmins, Jin She
ABSTRACT

The enantioselective synthesis of the potent, selective, cytotoxic, annonaceous acetogenin, (+)-gigantecin, has been completed. An asymmetric glycolate aldol serves to establish the stereocenters at C13,14 and at C21,22. A Carreira asymmetric acetylide addition is used to establish the C17 stereocenter.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Sodium chloride, puriss., meets analytical specification of Ph. Eur., BP, USP, 99.0-100.5% (calc. to the dried substance), ≤0.00002% Al