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茉莉酸甲酯及其类似物的合成

Syntheses of Methyl Jasmonate and Analogues.

作者信息

Chapuis Christian, Skuy David, Richard Claude-Alain

机构信息

Corporate R&D Division, Firmenich SA, Synthesis Department, POBox 239, CH-1211 Geneva 8;, Email:

Corporate R&D Division, Firmenich SA, Synthesis Department, POBox 239, CH-1211 Geneva 8.

出版信息

Chimia (Aarau). 2019 Mar 27;73(3):194-204. doi: 10.2533/chimia.2019.194.

Abstract

This account corresponds to the presentation given by the main author on the occasion of the 2 Swiss Industrial Symposium in Basel (October 19 , 2018). After a short historical introduction to methyl-jasmonate and methyl-epijasmonate, it essentially focuses on the reported more promising industrial approaches devoted to the synthesis of these naturally occurring odorants isolated from jasmine flowers. Some attempts to simplify these approaches, as well as independent unreported strategies are also presented. Several asymmetric methodologies are also discussed such as Xie hydrogenation, Corey-CBS reduction, enzymatic resolution, and 1,4-addition.

摘要

本文内容与主要作者在2018年10月19日于巴塞尔举行的第二届瑞士工业研讨会上的发言一致。在对茉莉酸甲酯和表茉莉酸甲酯进行简短的历史介绍之后,本文主要聚焦于已报道的、致力于合成从茉莉花中分离出的这些天然存在的香料的更具前景的工业方法。文中还介绍了一些简化这些方法的尝试以及未公开报道的独立策略。此外,还讨论了几种不对称方法,如谢式氢化、科里-布希还原、酶法拆分和1,4-加成反应。

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