Enantioselective synthesis of (+)-cephalostatin 1.
This Article describes an enantioselective synthesis of cephalostatin 1. Key steps of this synthesis are a unique methyl group selective allylic oxidation, directed C-H hydroxylation of a sterol at C12, Au(I)-catalyzed 5-endo-dig cyclization, and a kinetic spiroketalization.
Fortner
Kevin C
KC
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
Kato
Darryl
D
Tanaka
Yoshiki
Y
Shair
Matthew D
MD
D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry; D010619:Phenazines / Q000138:chemical synthesis* / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry*; D013379:Substrate Specificity
D000970:Antineoplastic Agents; D010619:Phenazines; D013141:Spiro Compounds; D013256:Steroids; C454806:cephalostatin I