Substituted allylic alcohols (3-methyl-2-buten-1-ol and 2-methyl-3-buten-2-ol) were isomerized and amidocarbonylated. In addition to the expected product, N-acetylleucine, arising from their rearrangement to 3-methylbutanal and subsequent amidocarbonylation (22% yield), we isolated two additional products (28% yield). These were shown by spectroscopic methods and by syntheses, via amidocarbonylations of the respective aldehydes, to be 2-acetamido-5-methylhexanoic acid and 2-acetamido-4-methylhexanoic acid. Their formation is postulated to be the sequential result of (i) dehydration first to form isoprene, (ii) hydroformylation and hydrogenation of isoprene to give 3-methyl-1-pentanal and 4-methyl-1-pentanal, and (iii) aldehyde amidocarbonylation. Treatment of isoprene itself under the same conditions also gave these latter two acetylamino acids.

中文翻译：

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取代烯丙基醇的催化酰胺羰基化反应

取代的烯丙基醇（3-甲基-2-丁烯-1-醇和2-甲基-3-丁烯-2-醇）被异构化并被酰胺羰基化。除了预期的产品，N-乙酰亮氨酸，由于它们被重排为3-甲基丁醛和随后的酰胺羰基化（产率为22％），我们分离了另外两种产物（产率为28％）。这些是通过光谱方法和通过相应醛的酰胺羰基化反应合成的，显示为2-乙酰氨基-5-甲基己酸和2-乙酰氨基-4-甲基己酸。推测它们的形成是（i）首先脱水形成异戊二烯，（ii）异戊二烯的加氢甲酰化和氢化以产生3-甲基-1-戊醛和4-甲基-1-戊醛以及（iii）醛的顺序结果。酰胺羰基化。在相同条件下处理异戊二烯本身也得到了后两个乙酰基氨基酸。