Zinc Acetate Catalyzed Stereoselective 1,2-trans-Glycosylation Using Glycosyl Chlorides

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article

Mohammad Saif Ali¹  P. I. Ramesh¹  Subhash Ghosh¹  Madhu Babu Tatina¹ 

[1] Organic Synthesis and Process Chemistry Department, CSIR-Indian Institute of Chemical Technology;Academy of Scientific and Innovative Research

关键词: glycosyl chloride;    no neighboring group participation;    1;    2-trans-glycosylation;    zinc acetate;   

DOI  :  10.1055/a-1941-3801

学科分类：精神健康和精神病学

来源: Thieme

【 摘 要 】

We report a strategy for the stereoselective synthesis of 1,2-trans-glycosides in the absence of neighboring group participation. The present protocol for the selective glycosylation mainly relies on catalyst control rather than protecting group selection. By using this protocol, several glycosides were prepared. Zinc acetate was found to be the optimal catalyst, providing the desired 1,2-trans-glycosides from glucose- and mannose-derived glycosyl halides at room temperature instead of low-temperature conditions.

【 授权许可】

CC BY|CC BY-NC-ND