Base-Promoted Rearrangement of Sugar Epoxides to Unsaturated Sugars

A simple and efficient method for rearranging 2,3-anhydro carbohydrates to unsaturated sugars has been developed. The exceptionally mild reaction conditions and high stereoselectivity should make this an attractive method for the preparation of unsaturated carbohydrate derivatives.

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Veröffentlicht in:Organic letters 2005-12, Vol.7 (25), p.5577-5579
Hauptverfasser: Wang, Yuan, Li, Qin, Cheng, Shuihong, Wu, Yanfen, Guo, Dongjie, Fan, Qiu-Hua, Wang, Xiaofang, Zhang, Li-He, Ye, Xin-Shan
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Sprache:eng
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Zusammenfassung:A simple and efficient method for rearranging 2,3-anhydro carbohydrates to unsaturated sugars has been developed. The exceptionally mild reaction conditions and high stereoselectivity should make this an attractive method for the preparation of unsaturated carbohydrate derivatives.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol052128x