Bamford-Stevens reaction assisted synthesis of styrene C-glycosides

被引:2
|
作者
Singh, Balram [1 ]
Kumar, Sandeep [1 ]
Maity, Jyotirmoy [1 ]
Roy, Indrajit [1 ]
Prasad, Ashok K. [1 ]
机构
[1] Univ Delhi, Dept Chem, Bioorgan Lab, Delhi 110007, India
关键词
Bamford-Stevens reaction; carbohydrates; Glycopyranosyl ethenes; styrene C-glycoside; TOSYLHYDRAZONES; (-)-VARITRIOL; VARITRIOL;
D O I
10.1080/00397911.2019.1606921
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Modification of carbohydrates and their analogs is hindered due to multi-step synthetic methodologies involving selective protection and deprotection of multiple hydroxyl groups present in the molecule. A highly efficient route for the synthesis of 1-phenyl-2-(beta -D-glycopyranosyl)ethenes has been developed from native sugars, which neither requires protection/deprotection of the hydroxyl groups nor use of any metal/metal ions. The key step of the developed methodology is the use of Bamford-Stevens reaction which led to the formation of the desired compounds in moderate to high yields in three steps only.
引用
收藏
页码:1906 / 1912
页数:7
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