Total synthesis of the proposed structure of iriomoteolide-1a.
The total synthesis of the proposed structure of iriomoteolide-1a has been accomplished via a Yamaguchi esterification and ring closing metathesis sequence between the C(7)-C(23) and newly synthesized Z-alkenoic acid C(1)-C(6) fragments. The spectral data of the synthetic 1, however, is at odds with data reported for the natural product, thus bringing into question the original structural assignment.
Xie
Jun
J
Department of Molecular Medicine, Beckman Research Institute at City of Hope, Duarte, CA 91010, USA.
Ma
Yuelong
Y
Horne
David A
DA
D004951:Esterification; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation
D018942:Macrolides; C520799:iriomoteolide-1a