Preparation of kaurenolide and its 5α,6α(H)-isomer
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 517-519
- https://doi.org/10.1039/p19820000517
Abstract
In the preparation of kaurenolide, essentially by the literature method, the formation of ent-6-oxokaur-16-en-19-oic acid from the toluene-p-sulphonate of 7β-hydroxykaurenolide was found to be dependent on the quality of the lithium iodide monohydrate used. ent-6-Hydroxykaura-6,16-dien-19-oic acid 19,6-lactone, prepared from the toluene-p-sulphonate of 7β-hydroxykaurenolide, zinc dust, and sodium iodide in refluxing 2-methoxyethanol, was found to be hydrolysed by base to ent-6-oxo-5β-kaur-16-en-19-oic acid, which gave the 5α,6α(H) isomer of kaurenolide upon reduction.This publication has 0 references indexed in Scilit: