OFox imidates as versatile glycosyl donors for chemical glycosylation

被引：16
|
作者：
Nigudkar, Swati S. [1 ]
Wang, Tinghua [1 ]
Pistorio, Salvatore G. [1 ]
Yasomanee, Jagodige P. [1 ]
Stine, Keith J. [1 ]
Demchenko, Alexei V. [1 ]
机构：
[1] Univ Missouri, Dept Chem & Biochem, One Univ Blvd, St Louis, MO 63121 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 02期
关键词：
BUILDING-BLOCKS; DEHYDRATIVE GLYCOSYLATION; OLIGOSACCHARIDE SYNTHESIS; 1,2-CIS GLYCOSYLATION; EFFICIENT ACTIVATION; THIOGLYCOSIDES; MECHANISM; GLYCOSIDATION; ANHYDRIDE; CHEMISTRY;
D O I：
10.1039/c6ob02230h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Previously we communicated 3,3-difluoroxindole (HOFox) - mediated glycosylations wherein 3,3-difluoro-3H-indol-2-yl (OFox) imidates were found to be key intermediates. Both the in situ synthesis from the corresponding glycosyl bromides and activation of the OFox imidates could be conducted in a regenerative fashion. Herein, we extend this study with the main focus on the synthesis of various OFox imidates and their investigation as glycosyl donors for chemical 1,2-cis and 1,2-trans glycosylation.
引用
收藏
页码：348 / 359
页数：12
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