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pubmed-article:15101771pubmed:abstractText[reaction: see text] In this paper, we report assembly of the novel dioxabicyclo[3.2.1]octane subtarget (-)-2, comprising the signature structural element of the potent antibiotic (+)-sorangicin A (1). The synthesis was achieved in 15 steps (1.5% overall yield) via a series of acid-catalyzed epoxide ring openings. The first, facilitated by the complex of alkyne (+)-3 with Co(2)(CO)(8), proceeded in a highly regio- and stereoselective fashion.lld:pubmed
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pubmed-article:15101771pubmed:dateRevised2007-11-14lld:pubmed
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pubmed-article:15101771pubmed:articleTitleConstruction of a C(30-38) dioxabicyclo[3.2.1]octane subtarget for (+)-sorangicin A, exploiting a regio- and stereocontrolled acid-catalyzed epoxide ring opening.lld:pubmed
pubmed-article:15101771pubmed:affiliationDepartment of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA. smithab@sas.upenn.edulld:pubmed
pubmed-article:15101771pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:15101771pubmed:publicationTypeResearch Support, U.S. Gov't, P.H.S.lld:pubmed
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