The invention of radical reactions. Part XXXVIII. Homologation of car☐ylic acids with acrylamide and synthetic studies of 3-deoxy-D-arabino-2-heptulosonic acid (DAH) and its 4-epimer

作者: Derek H.R. Barton , Wansheng Liu

DOI: 10.1016/S0040-4020(97)00543-7

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摘要: Abstract Alkyl radicals generated from O-acyl derivatives of N-hydroxy-2-thiopyridone added onto acrylamide at room temperature to form crystalline 2-(2-pyridylsulfanyl)-car☐amides. Desulfurization the latter by nickel boride afforded primary amides in quantitative yield. 3-Deoxy-D-arabino-2-heptulosonic acid (DAH), its 4-epimer, and their were effectively synthesized commercial D-ribonolactone similar radical chemistry.

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