A formal synthesis of the callipeltoside aglycone.
A synthesis of the macrocyclic core structure of callipeltoside A and a C9 epimer has been achieved by applications of chiral vinylzinc or Kishi-Nozaki-Hiyama (K-N-H) additions, Roskamp homologations, and acylketene or intramolecular K-N-H macrolactonizations as key bond-forming steps.
Department of Chemistry, University of Virginia, PO Box 40019, Charlottesville, Virginia 22904, USA. jam5x@virginia.edu
James A
JA
Marshall
Patrick M
PM
Eidam
D003500:Cyclization; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D018942:Macrolides; C410329:callipeltoside A