Next Article in Journal
Synthesis of New 2-(1,3-Dithianyl)phenols and Hexakis-[p-(1,3-dithian-2-yl)phenoxy]cyclotriphosphazene
Previous Article in Journal
Preserving and Exploiting Molecular Diversity: Deposit and Exchange of Chemical Information and Chemical Samples
Article Menu

Article Versions

Export Article

Open AccessArticle
Molecules 1997, 2(1), 3-6; doi:10.3390/jan97p2

Synthesis of the Demospongic Compounds, (6Z, 11Z)-Octadecadienoic Acid and (6Z, 11Z)-Eicosadienoic Acid

Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai - 400 085, India
*
Author to whom correspondence should be addressed.
Received: 20 December 1996 / Accepted: 10 January 1997 / Published: 29 January 1997
Download PDF [25 KB, uploaded 18 June 2014]

Abstract

A stereoselective synthesis of (6Z, 11Z)-octadecadienoic acid (1) and (6Z, 11Z)-eicosadienoic acid (2) from easily accessible pentane-1,5-diol (3) is described. Thus, compound 3 on pyranylation and oxidation gave the aldehyde 5 which was converted to the acid 7 by Wittig reaction with a suitable phosphorane. Its depyranylation and oxidation furnished the key aldehyde 9 which upon Wittig reaction with n-heptylidene and n-nonylidene phosphoranes, respectively followed by alkaline hydrolysis afforded the title acids.
Keywords: Euryspongia rosea; phospholipid fatty acids; stereoselective synthesis; (6Z; 11Z)-octadecadienoic acids; (6Z; 11Z)-eicosadienoic acids; Wittig olefination Euryspongia rosea; phospholipid fatty acids; stereoselective synthesis; (6Z; 11Z)-octadecadienoic acids; (6Z; 11Z)-eicosadienoic acids; Wittig olefination
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Kulkarni, B.A.; Chattopadhyay, S.; Chattopadhyay, A.; Mamdapur, V.R. Synthesis of the Demospongic Compounds, (6Z, 11Z)-Octadecadienoic Acid and (6Z, 11Z)-Eicosadienoic Acid. Molecules 1997, 2, 3-6.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

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