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On the proposed structures and stereocontrolled synthesis of the cephalosporolides

By Sami F. Tlais and Gregory B. Dudley

Abstract

The synthesis of four candidate stereoisomers of cephalosporolide H is described, made possible by a zinc-chelation strategy for controlling the stereochemistry of oxygenated 5,5-spiroketals. The same strategy likewise enables the first stereocontrolled synthesis of cephalosporolide E, which is typically isolated and prepared admixed with its spiroketal epimer, cephalosporolide F

Topics: cephalosporolides, chelation, spiroketals, stereocontrol, zinc chloride, Organic chemistry, QD241-441, Chemistry, QD1-999, Science, Q, DOAJ:Organic Chemistry, DOAJ:Chemistry
Publisher: Beilstein-Institut
Year: 2012
DOI identifier: 10.3762/bjoc.8.146
OAI identifier: oai:doaj.org/article:3935109c579440aa9113928377663b09
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