Stereoselective total synthesis of arachnid harvestmen natural product: (4S,5S)‑4-hydroxy-γ-decalactone

Gayke, Manoj ; Narode, Hanuman ; Bhosale, Rajesh S. ; Yadav, Jhillu Singh (2022) Stereoselective total synthesis of arachnid harvestmen natural product: (4S,5S)‑4-hydroxy-γ-decalactone Natural Product Research . pp. 1-9. ISSN 1478-6419

Full text not available from this repository.

Official URL: http://doi.org/10.1080/14786419.2022.2135000

Related URL: http://dx.doi.org/10.1080/14786419.2022.2135000

Abstract

Herein, we described the novel synthetic strategy for the total synthesis of harvestmen natural product (4S,5S)‑4-hydroxy-γ-decalactone (minor) from an inexpensive precursor ((R)-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.

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Ltd.
ID Code:135654
Deposited On:17 Jul 2023 07:20
Last Modified:17 Jul 2023 07:20

Repository Staff Only: item control page