THE WITTIG-HORNER REACTION ON 2,3,4,6-TETRA-O-BENZYL-D-MANNOPYRANOSE AND 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE

THE WITTIG-HORNER REACTION ON 2,3,4,6-TETRA-O-BENZYL-D-MANNOPYRANOSE AND 2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSE
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DOI:
10.1039/p19890001281
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发表时间:
1989-07-01
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子:
--
通讯作者:
MANITTO, P
MANITTO, P
中科院分区:
其他
文献类型:
--
作者:
ALLEVI, P;CIUFFREDA, P;MANITTO, P

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通过2,3,4,6-四-O-苄基-D-吡喃甘露糖和2,3,4,6-四-O-苄基吡喃葡萄糖的α-和β-糖基乙酸酯的制备说明了Wittig-Horner反应在C-糖基合成中的合成用途。观察到起始受保护碳水化合物的 C-2 碳部分差向异构化。
The synthetic utility of the Wittig-Horner reaction in the synthesis of C-glycosies is illustrated by the preparation of the .alpha.-and .beta.-glycosyl acetates of the 2,3,4,6-tetra-O-benzyl-D-mannopyranose and of the 2,3,4,6-tetra-O-benzylglucopyranose. A partial epimerization of the C-2 carbon of the starting protected carbohydrate is observed.