FORMATION OF AN UNSATURATED HEPTONIC ACID DURING WOLFF REARRANGEMENT OF 1-DEOXY-1-DIAZO-D-GLUCO-HEPTULOSE PENTAACETATE

被引:8
作者
CHARON, D
机构
[1] Institut de Biochimie, Faculté des Sciences, Orsay
关键词
D O I
10.1016/S0008-6215(00)81253-7
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Application of the Wolff rearrangement to an acetylated α-diazoketone (3,4,5,6,7-penta-O-acetyl-1-deoxy-1-diazo-d-gluco-heptulose), using silver oxide as catalyst, gave an α,β-unsaturated acid (trans-4,5,6,7-tetra-O-acetyl-2,3-dideoxy-d-arabino-hept-2-enonic acid) in good yield, instead of the expected, saturated β-acetoxy acid. The structure of this new compound, established by spectroscopic data, was confirmed by degradation studies. © 1969.
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页码:447 / &
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