Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-Machi, Nagasaki 852-8521, Japan.
Org Biomol Chem. 2012 Oct 28;10(40):8164-74. doi: 10.1039/c2ob26084k.
The total syntheses of (+)-inthomycin A, (+)-inthomycin B and (-)-inthomycin C, the oxazole-triene antibiotics isolated from Streptomyces sp., have been accomplished via the highly enantio- and stereoselective construction of the C1-C7 (iododienyl)aldol units by taking advantage of a Cinchona alkaloid-catalyzed asymmetric β-lactone synthesis and their isomerisation-free Stille coupling with (E)-5-(3-(tributylstannyl)allyl)oxazole.
通过利用金鸡纳生物碱催化的不对称β-内酰胺合成以及它们与(E)-5-(3-(三丁基锡基)烯丙基)恶唑的无异构化Stille 偶联,完成了从链霉菌属中分离得到的唑三烯抗生素 (+)-inthomycin A、(+)-inthomycin B 和 (-)-inthomycin C 的全合成,该方法高度对映选择性和立体选择性地构建了 C1-C7(碘二烯基)醇醛单元。