Photocatalytic Synthesis of Glycosyl Bromides

Xiaolong Yuan; Sen Cheng; Yanbin Shi; Weihua Xue

doi:10.1055/s-0033-1340493

Synthesis, Table of Contents

Synthesis 2014; 46(03): 331-335
DOI: 10.1055/s-0033-1340493

paper

Photocatalytic Synthesis of Glycosyl Bromides

Xiaolong Yuan

School of Pharmacy, Lanzhou University, Lanzhou 730000, P. R. of China Fax: +86(931)8915686 Email: xuewh@lzu.edu.cn

,

Sen Cheng

School of Pharmacy, Lanzhou University, Lanzhou 730000, P. R. of China Fax: +86(931)8915686 Email: xuewh@lzu.edu.cn

,

Yanbin Shi

School of Pharmacy, Lanzhou University, Lanzhou 730000, P. R. of China Fax: +86(931)8915686 Email: xuewh@lzu.edu.cn

,

Weihua Xue*

School of Pharmacy, Lanzhou University, Lanzhou 730000, P. R. of China Fax: +86(931)8915686 Email: xuewh@lzu.edu.cn

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Abstract

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Abstract

Sugar hemiacetals were smoothly transformed into the corresponding glycosyl bromides by treatment with carbon tetrabromide in N,N-dimethylformamide with tris(2,2′-bipyridyl)ruthenium(II) chloride as a catalyst under visible-light irradiation. Protecting groups commonly used in carbohydrate derivatives are unaffected by the mild conditions for bromination.

Key words

carbohydrates - halogenation - bromine - photochemistry - catalysis - ruthenium

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References

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