Abstract
| - The highly twisted amide 2 served as a selectiveacylating agent for diols under neutral conditions.The reaction of primary−secondary diols with 2 led tothe corresponding primary alkyl monopivalates. For diols containing alcoholic and phenolic hydroxylgroups, alcoholic hydroxyl groups wereselectively acylated under neutral conditions, whereas, the oppositeselectivity was observed underbasic conditions, similar to the cases using acyl halides or acidanhydrides. Although 1 and 3were unreactive to alcohols, 5−10 havingsubstituent groups at C-4 were reactive to alcohols togive the corresponding acetates or benzoates.
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