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Title: Stereochemically general approach to adjacent bis(tetrahydrofuran) cores of annonaceous acetogenins. Author: Wysocki LM, Dodge MW, Voight EA, Burke SD. Journal: Org Lett; 2006 Nov 23; 8(24):5637-40. PubMed ID: 17107091. Abstract: A series of six 2,5-disubstituted adjacent bis(tetrahydrofuran) stereoisomers with trans/erythro/cis, trans/threo/trans, or cis/threo/cis relative stereochemistry have been synthesized from known dihydroxycyclooctenes via ring opening/cross metathesis and Pd(0)-mediated asymmetric double cycloetherification. The stereochemistry of four of these isomers has been found in the biologically active annonaceous acetogenin natural products. [reaction: see text].[Abstract] [Full Text] [Related] [New Search]