Synlett 2012; 23(10): 1501-1504
DOI: 10.1055/s-0031-1290920
letter
© Georg Thieme Verlag Stuttgart · New York

Glycosyl N-Tosyl Benzimidate as a New Building Block for Chemical Glycosylation

Shaojing Liu
Key Laboratory of Marine Medicine, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, P. R. of China, Fax: +86(532)82033054   Email: lmsnouc@ouc.edu.cn
,
Yannan Peng
Key Laboratory of Marine Medicine, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, P. R. of China, Fax: +86(532)82033054   Email: lmsnouc@ouc.edu.cn
,
Peng Wang
Key Laboratory of Marine Medicine, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, P. R. of China, Fax: +86(532)82033054   Email: lmsnouc@ouc.edu.cn
,
Ming Li*
Key Laboratory of Marine Medicine, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, 5 Yushan Road, Qingdao, Shandong 266003, P. R. of China, Fax: +86(532)82033054   Email: lmsnouc@ouc.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 30 January 2012

Accepted after revision: 06 March 2012

Publication Date:
25 May 2012 (online)


Abstract

Seven novel glycosyl N-tosyl benzimidates were prepared by the reactions of the corresponding hemiacetals with imidoyl chloride in 55–88% yields, which were smoothly converted to glycosides, upon treatment with alcohols and catalytic TMSOTf, in 57–99% yields.

Supporting Information

 
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