Department of Chemistry, School of Science, Indrashil University, Rajpur Mehsana, Gujarat, 382715, India.
Nat Prod Res. 2024 Apr;38(7):1168-1176. doi: 10.1080/14786419.2022.2135000. Epub 2022 Oct 20.
Herein, we described the novel synthetic strategy for the total synthesis of harvestmen natural product (4,5)‑4-hydroxy-γ-decalactone (minor) from an inexpensive precursor (()-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde) with 31% overall yield. Hydroxy-γ-lactones represent a special class of harvestmen exocrine defense compounds. The present convergent synthesis utilizes classical reactions like the Barbier reaction, the Grignard reaction, and the employment of an olefin as a masked carboxylic acid functionality followed by lactone formation as key steps.
在这里，我们描述了一种从廉价前体((-)-2,2-二甲基-1,3-二氧戊环-4-甲醛)合成节肢动物天然产物(4,5)-4-羟基-γ-癸内酯(少量)的新的全合成策略，总产率为 31%。羟基-γ-内酯是节肢动物外分泌防御化合物的一个特殊类别。本综合利用了经典反应，如 Barbier 反应、格氏反应，以及将烯烃作为掩蔽羧酸官能团的应用，然后进行内酯化反应，这些都是关键步骤。
