Journal
CHEMICAL COMMUNICATIONS
Volume 47, Issue 20, Pages 5858-5860Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc11448d
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A stereoselective synthesis of the apoptolidin disaccharide is reported. The key chemistry features a new transformation utilizing a highly selective tetramethylalkoxyalanate[V]-directed syn-methylation of a vinylogous ester, isolation of a hydrate of a 2-keto sugar, an eco-friendly radical cleavage of a bromomethyl group, and an efficient preparation of a fluorodisaccharide via the use of XtalFluor-E.
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