ISSN:
0170-2041
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Syntheses of (+)-Oudemansin and (+)-Epioudemansin Starting from Enantiomerically Pure Precursors; Absolute configuration of the Naturally Occurring (-)OudemansinThe syntheses of the four optically pure methyl (E)-3-hydroxy-2-methyl-5-phenyl-4-pentenoates (+)- and (-)-5 as well as (+)- and (-)-6 were achieved by consecutive methylation and protonation of enolates, starting from (+)- and (-)-4. The esters (+)-6 and (-)-5 are used as starting materials to synthesize (+)-oudemansin [(+)-3] and (+)-epioudemansin [(+)-9].
Notes:
Die Darstellung der vier optisch reinen (E)-3-hydroxy-2-methyl-5-phenyl-4-pentensäure-methylester (+)- und (-)-6 gelingt durch aufeinanderfolgende Methylierung und Protonierung von Esterenolaten, ausgehend von (+)- und (-)-4. Die Ester (+)-6 und (-)-5 werden für Synthesen von (+)-Oudemansin [(+)-3] und (+)-Epioudemansin [(+)=9] eingesetzt.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.198419840415