NORMAL-PENTENYL ESTERS FACILITATE AN OXIDATIVE ALTERNATIVE TO THE FERRIER REARRANGEMENT - AN EXPEDITIOUS ROUTE TO SUCROSE

被引:48
作者
LOPEZ, JC [1 ]
FRASERREID, B [1 ]
机构
[1] DUKE UNIV,DEPT CHEM,PAUL M GROSS CHEM LAB,DURHAM,NC 27706
关键词
D O I
10.1039/c39920000094
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ferrier-type reactions can now be carried out under non-acidic conditions by treating 3-n-pentenoyl glycals with iodonium dicollidinium perchlorate whereupon the terminal double bond is chemoselectively activated to furnish an allylic oxo-carbenium ion which reacts at the anomeric position with monosaccharide alcohols to afford 2,3-unsaturated disaccharides in fairly good yields.
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页码:94 / 96
页数:3
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