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- W87330980 abstract "This chapter discusses several synthetic approaches to cis -diamino sugars. The synthesis of cis -l,2-aminoalcohols by neighboring group reactions of any acylamido function on a sulfonate ester with 0–5 attack has proved particularly useful in the synthesis of important sugar derivatives such as the 3-amino-3-deoxy-ribofuranosyl moiety of the antibiotic puromycin. Neighboring group reaction of N-phenylcarboxamido-2-bromoethylamine under strongly basic conditions results in N-5 closure to give the N -phenyl cyclic urea, 1-phenylimidazolidinone. This suggests that cis -vicinal diamino sugars could be obtained via neighboring group displacements on a sulfonate ester by complex nitrogen groupings such as nitroguanidin, unsubstituted, and aryl-substituted guanidino, thioureido, and ureido." @default.
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- W87330980 date "1972-01-01" @default.
- W87330980 modified "2023-10-14" @default.
- W87330980 title "Synthetic Approaches to cis-Diamino Sugars" @default.
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- W87330980 doi "https://doi.org/10.1016/b978-0-12-746206-6.50051-5" @default.
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