Studies on the syntheses of benzoquinone ansamycin antibiotics. Syntheses of the c(5)-c(15) subunits of macbecin i, geldanamycin, and herbimycin a

Academic Article
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publication date

  • May 2006

abstract

  • [reaction: see text] A general and convergent route to the C(5)-C(15) subunits of the benzoquinone ansamycin antibiotics macbecin I, geldanamycin, and herbimycin A is described. Each subunit is prepared by the stepwise coupling of differentially functionalized aldehydes with a pentenyl dianion equivalent derived from diastereoselective pentynylation and regioselective reductive coupling.