Ontology highlight
ABSTRACT:
SUBMITTER: Crimmins MT
PROVIDER: S-EPMC2546569 | biostudies-literature | 2005 Dec
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20051201 49
A highly stereoselective synthesis of 11-acetoxy-4-deoxyasbestinin D (1) has been completed in 26 linear steps. The synthesis hinges on a selective glycolate aldol addition to establish the C-2 stereocenter, a ring-closing metathesis reaction to complete the oxonene, and an intramolecular Diels-Alder cycloaddition to establish the relative configuration at C-1, C-10, and C-14. This initial total synthesis of an asbestinin also serves to confirm the absolute configuration of this subclass of the ...[more]