Highly stereocontrolled total synthesis of the polyether antibiotic salinomycin. III: Total synthesis of salinomycin via coupling of C1-C9, C10-C17, and C18-C30 …

…, Y OIKAWA, S NAGATO, O YONEMITSU

Index: Horita; Oikawa; Nagato; Yonemitsu Chemical and Pharmaceutical Bulletin, 1989 ,  vol. 37,  # 7  p. 1717 - 1725

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Citation Number: 19

Abstract

The polyether antibiotic salinomycin was synthesized via coupling between the ClO—C17 aldehyde,(2R, 4S, SS, GS, 7R)-6—ethyl-5, 7-isopropylidenedioxy—2, 4-dimethylnonanal, and C18—C30 acetylenes, for example,(3R, 4R, 7S)-4, 7-bis (tert-butyldimethylsilyloxy)-7- [(2R, 5R, 6S)-5-ethyl-S—(4-methoxybenzyloxy)-6-methyltetra-hydropyran-2-yl]—3—(4— methoxybenzyloxy) oct-l-yne, followed by the aldol condensation with the Cl—C9 segment ...