Stereoselective synthesis of the cytotoxic macrolide FD-891.
[reaction: see text] A total synthesis of the naturally occurring, cytotoxic macrolide FD-891 is described. Three fragments were first stereoselectively constructed using mainly asymmetric aldol and allylation reactions. The complete framework was then assembled using two Julia-Kocienski olefinations to connect the three fragments and a Yamaguchi reaction to close the macrolactone ring.
García-Fortanet
Jorge
J
Departamento de Química Inorganica y Organica, Universitat Jaume I, Castellón, Spain.
Murga
Juan
J
Carda
Miguel
M
Marco
J Alberto
JA
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D018942:Macrolides / Q000138:chemical synthesis* / Q000494:pharmacology; D015394:Molecular Structure; D013237:Stereoisomerism
D000970:Antineoplastic Agents; D018942:Macrolides; C091118:FD 891