Practical synthesis of 2-deoxy sugars via metal free deiodination reactions

被引：4

作者：

Yao, Wang ^{[1
]}

Wang, Hao ^{[1
]}

Zeng, Jing ^{[1
]}

Wan, Qian ^{[1
]}

机构：

[1] Huazhong Univ Sci & Technol, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan, Peoples R China

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2021年 / 40卷 / 7-9期

基金：

中国国家自然科学基金;

关键词：

Carbohydrate; 2-deoxy-glycosides; deiodination; dilauroyl peroxide; hydron atom abstraction; HIGHLY STEREOSELECTIVE-SYNTHESIS; METHACRYLATE MONOLITHIC COLUMNS; LAUROYL PEROXIDE; PHASE SYNTHESIS; ACID; 2-DEOXY-BETA-GLYCOSIDES; REDUCTION; REAGENT; 2-DEOXYGLYCOSIDES; DEOXYGLYCOSIDES;

D O I：

10.1080/07328303.2021.2015365

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

2-Deoxy-glycosides, in which the C-2 hydroxyl group is replaced with a hydrogen atom, are important motifs in numerous bioactive natural products and pharmaceutical molecules. Herein, an improved dilauroyl peroxide-mediated radical deiodination reaction by using cyclohexane and ethyl acetate as co-solvent is reported. This is an environmentally benign protocol, which operates smoothly under mild conditions and allows efficient preparation of a series of 2-deoxy-glycosides in up to 98% yields.

引用

页码：454 / 478

页数：25

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