Stereoselective total synthesis of antitumor macrolide (+)-rhizoxin D.
[structure: see text] A convergent, stereoselective total synthesis of the macrolide antitumor agent rhizoxin D is described. (+)-DIPCl-promoted asymmetric aldol reaction, Evans-Tishchenko 1,3-diol synthesis, modified Julia coupling, and Horner-Wadsworth-Emmons reactions are featured.
Jiang
Yueheng
Y
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706-1396, USA.
Hong
Jian
J
Burke
Steven D
SD
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
D000970:Antineoplastic Agents; D007783:Lactones; D018942:Macrolides; C479980:rhizoxin D; C041443:rhizoxin