Total synthesis of cytotoxic macrolide amphidinolide B1 and the proposed structure of amphidinolide B2.
The first enantioselective total syntheses of cytotoxic macrolide amphidinolide B1 and the proposed structure for amphidinolide B2 have been accomplished. Key features of the syntheses include a diastereoselective aldol condensation, a spontaneous Wadsworth-Emmons macrocyclization and a directed epoxidation/elimination sequence.
Lu
Liang
L
Department of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, Oregon 97331, USA.
Zhang
Wei
W
Carter
Rich G
RG
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008387:Marine Toxins / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D000097442:Amphidinolides
D019086:Bridged Bicyclo Compounds, Heterocyclic; D018942:Macrolides; D008387:Marine Toxins; C511225:amphidinolide B1; D000097442:Amphidinolides; C062197:amphidinolide D