以 D-葡萄糖为原料简易合成二氢茉莉酸甲酯和 (5-亚甲基-4-氧代环戊-2-烯-1-基)乙酸甲酯

IF 1.8 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Mendeleev Communications Pub Date : 2024-07-01 DOI:10.1016/j.mencom.2024.06.019

Sanjay Kumar , Yoshitaka Koseki , Takaaki Kamishima , Hitoshi Kasai

引用次数: 0

摘要

从 4-羟基-2-(羟甲基)环戊烯酮合成了二氢茉莉酮酸甲酯和(5-亚甲基-4-氧代环戊-2-烯-1-基)乙酸甲酯，而 4-羟基-2-(羟甲基)环戊烯酮又是从 D-葡萄糖中获得的。对关键步骤约翰逊-克莱森重排的条件进行了优化，以获得中间体 2-[2-亚甲基-3-氧代-5-(三异丙基硅氧基)-环戊基]乙酸甲酯的最大产率。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

A concise synthesis of methyl dihydrojasmonate and methyl (5-methylidene-4-oxocyclopent-2-en-1-yl)acetate from D-glucose

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A concise synthesis of methyl dihydrojasmonate and methyl (5-methylidene-4-oxocyclopent-2-en-1-yl)acetate from D-glucose

Methyl dihydrojasmonate and methyl (5-methylidene-4-oxocyclopent-2-en-1-yl)acetate were synthesized from 4-hydroxy-2-(hydroxymethyl)cyclopentenone, which, in turn, was obtained from D-glucose. The conditions for the key step, the Johnson–Claisen rearrangement, were optimized to get the maximum yield of the intermediate methyl 2-[2-methylene-3-oxo-5-(triisopropylsilyloxy)-cyclopentyl]acetate.

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来源期刊

Mendeleev Communications 化学-化学综合

CiteScore

3.00

自引率

21.10%

发文量

226

审稿时长

4-8 weeks

期刊介绍： Mendeleev Communications is the journal of the Russian Academy of Sciences, launched jointly by the Academy of Sciences of the USSR and the Royal Society of Chemistry (United Kingdom) in 1991. Starting from 1st January 2007, Elsevier is the new publishing partner of Mendeleev Communications. Mendeleev Communications publishes short communications in chemistry. The journal primarily features papers from the Russian Federation and the other states of the former USSR. However, it also includes papers by authors from other parts of the world. Mendeleev Communications is not a translated journal, but instead is published directly in English. The International Editorial Board is composed of eminent scientists who provide advice on refereeing policy.