甲磺酸在O-亚苄基缩醛的还原开环反应中的应用。
Use of methanesulfonic acid in the reductive ring-opening of O-benzylidene acetals.
作者信息
Zinin Alexander I, Malysheva Nelly N, Shpirt Anna M, Torgov Vladimir I, Kononov Leonid O
机构信息
N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky prosp., 47, 119991 Moscow, Russian Federation.
出版信息
Carbohydr Res. 2007 Feb 26;342(3-4):627-30. doi: 10.1016/j.carres.2006.10.009. Epub 2006 Oct 13.
PMID:17118348
Abstract
Methanesulfonic acid was shown to be an efficient and convenient substitute for ethereal HCl in reductive 4,6-O-benzylidene acetal ring-opening reaction with sodium cyanoborohydride in THF. Normal regioselectivity was observed, the 6-O-benzyl ethers with free 4-OH group being the major products of the reaction.
摘要
在四氢呋喃（THF）中，用氰基硼氢化钠进行还原4,6-O-亚苄基缩醛开环反应时，甲磺酸被证明是一种有效且方便的盐酸醚替代物。观察到正常的区域选择性，带有游离4-OH基团的6-O-苄基醚是该反应的主要产物。
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