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

页码：348 / 359

页数：12

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