Catalytic Hydrogenation of Phosphate Enol Esters Present in Branched Chain Dienepyranosides in a Route to Thromboxane Analogs from D-Galactose
作者:
Oscar Moradei,
Cecile M. du Mortier,
Alicia Fernández Cirelli,
Joachim Thiem,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1999)
卷期:
Volume 18,
issue 1
页码: 15-29
ISSN:0732-8303
年代: 1999
DOI:10.1080/07328309908543975
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
Branched-chain conjugated dienepyranosides including vinyl phosphate esters were subjected to catalytic hydrogenation under different conditions. Heterogeneous catalysts led to isomerization products that were resistant to further hydrogenation. On the other hand, under homogeneous conditions, complete stereoselective hydrogenation was achieved. Methyl 2,4-dideoxy-3-O-diethoxyphosphoryl-4-C-[(methoxycarbonyl)methyl]-α-D-ribo-hexopyranoside (6b), a potential precursor of thromboxane analogs, was obtained.
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