THE CONVERSION OF ASPERULOSIDE TO AN OPTICALLY ACTIVE PROSTAGLANDIN INTERMEDIATE.

Title: THE CONVERSION OF ASPERULOSIDE TO AN OPTICALLY ACTIVE PROSTAGLANDIN INTERMEDIATE.
Identifier: AAI8119650
identifier: 8119650
Creator: CHOUDHRY, SATISH CHANDER.
Contributor: WILLIAM BERKOWITZ
Date: 1981
Language: English
Publisher: City University of New York.
Subject: Chemistry, Organic
Abstract: The successful conversion of asperuloside to prostaglandin inter-.;mediate 31a was achieved. Since Ohno {lcub}71,72{rcub} and co-workers have.;recently reported the conversion of benzoate 31b to PGF(,2(alpha)) and.;11-dexoy-11(alpha)-hydroxymethyl PGF(,2(alpha)), the use of similar procedures.;should allow the conversion of acetate, 31a, to the same prostanoids.;In general the problems associated with the conversion of iridoids to prostanoids e.g. hydrogenation without hydrogenolysis, hydrolysis, epimerization and degradation were studied. High resolution NMR (up to 270 MHz), mass spectra and X-ray techniques were used to assign the structures and stereochemistry.;A new procedure for cleaving acetals (using titanium tetrachloride/acetyl chloride) is reported.
Type: dissertation
Source: PQT Legacy CUNY.xlsx
degree: Ph.D.
Program: Chemistry

Media: THE CONVERSION OF ASPERULOSIDE TO AN OPTICALLY ACTIVE PROSTAGLANDIN INTERMEDIATE.