STEREOSELECTIVE CARBOHYDRATE SYNTHESIS VIA PALLADIUM HYDROXIDE CATALYZED EPOXIDE HYDROGENOLYSIS

被引:0
|
作者
GARCIA, JG [1 ]
VOLL, RJ [1 ]
YOUNATHAN, ES [1 ]
机构
[1] LOUISIANA STATE UNIV,DEPT BIOCHEM,BATON ROUGE,LA 70803
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,5:3,4-Dianhydro-D-altritol (1) reacts with lithium aluminum hydride to produce a 50:50 mixture of the epimeric alcohols (2) and (3) in fairly good yield. However, when 1 is catalytically hydrogenated in the presence of palladium hydroxide on charcoal (Pearlman's catalyst), the ratio of epimers formed changes to 99:1 (2:3) as determined by GC of the corresponding acetylated derivative compounds. The stereochemistry of the epimers has been determined by NMR spectroscopy.
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页码:5273 / 5276
页数:4
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