Next Article in Journal
Basic Mathematics for Biochemists. by Athel Cornish-Bowden
Previous Article in Journal
Thermolysis of Semicarbazones to the Corresponding Azines Through Reactive N-Substituted Isocyanate Intermediates
Molecules 2000, 5(4), 674-698; doi:10.3390/50400674
Article

Synthesis of a Highly Functionalized Triquinane: Studies Towards a Total Synthesis of Subergorgic Acid and Its Analogues

Received: 14 March 2000 / Accepted: 14 April 2000 / Published: 20 April 2000
Download PDF [107 KB, uploaded 18 June 2014]

Abstract

Reaction of enone (11) with the bifunctional Grignard reagent (7) in the presence of copper(I) bromide – dimethyl sulfide, followed by intramolecular alkylation of the resultant chloroketone (15) gave the tricyclic ketone (12). The tricyclic ketone (12) was transformed into the angular triquinane dienedione (9) by means of an 8-step sequence.
Keywords: Subergorgic acid; sesquiterpenoid synthesis; methylenecyclopentane annulation; bifunctional reagents; triquinane synthesis Subergorgic acid; sesquiterpenoid synthesis; methylenecyclopentane annulation; bifunctional reagents; triquinane synthesis
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
MDPI and ACS Style

Dragojlovic, V. Synthesis of a Highly Functionalized Triquinane: Studies Towards a Total Synthesis of Subergorgic Acid and Its Analogues. Molecules 2000, 5, 674-698.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert