Approaches to the Synthesis of Lincosamine, a Derived Portion of the Antibiotic Lincomycin

…, BW Skelton, RV Stick, DMG Tilbrook, AH White

Index: Engelhardt, Lutz M.; Skelton, Brian W.; Stick, Robert V.; Tilbrook, D. Matthew G.; White, Allan H. Australian Journal of Chemistry, 1990 ,  vol. 43,  # 10  p. 1657 - 1680

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Citation Number: 12

Abstract

Abstract A variety of approaches towards the synthesis of lincosamine, a derived portion of the antibiotic lincomycin, are reported. Initial approaches involved the intramolecular delivery of a nitrogen atom (trichloroacetimidate, trichloroacetylcarbamate, carbamate, 2- amino-2-phenylacetate) attached to O4 onto C6 of a 6, 7-anhydrooctoside. Later approaches, albeit more direct but again largely unsuccessful, involved the Sharpless ...