Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 7, Pages 2245-2247Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo1021376
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Funding
- National Science Foundation [CHE 0717702]
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The 3,5-di-O-benzoyl n-pentenyl orthoesters of the four pentofuranoses have been prepared. The first key intermediate in each case is the methyl pentofuranoside(s), and a user-friendly procedure for the pre.Daration of each, based on the Callam Lowary precedent, is described, whereby formation of the crucial alpha/beta anomeric mixture is optimized. The mixture is used directly to prepare the corresponding perbenzoylated pentofuranosyl bromide(s) and then the title compounds.
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