A direct conversion of aldohexopyranose to ketohexopyranose benzyl derivatives by Meerwein-Ponndorf/Oppenauer reaction induced by air-oxidised samarium diiodide

被引:10
作者
Adinolfi, M [1 ]
Iadonisi, A [1 ]
Mangoni, L [1 ]
机构
[1] UNIV NAPLES,DIPARTIMENTO CHIM ORGAN & BIOL,I-80134 NAPLES,ITALY
关键词
D O I
10.1016/0040-4039(96)01254-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,3,4,6-tetra-O-benzyl-D-galactopyranose and 2,3,4,6-tetra-O-benzyl-D-glucopyranose can be reduced at C-1 and oxidised at C-5 to give 1,3,4,5-tetra-O-benzyl-L-tagatopyranose and 1,3,4,5-tetra-O-benzyl-L-sorbopyranose, respectively, in good yields, through an intramolecular M-P/O reaction induced by preoxidised samarium diiodide. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:5987 / 5988
页数:2
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