Regio‐ and Stereo‐selective Synthesis of Peracetylated Carbohydrate Esters of Aromatic Fatty Acid Using  p ‐Toluenesulfonic Acid as Catalyst | Zendy

Zhu Zhenyuan | Zendy; Li Shengfeng | Zendy; Liu Rongqiang | Zendy; Yuan Jing | Zendy; Wang Haibiao | Zendy; Zhang Yongmin | Zendy; Liu Yang | Zendy

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Regio‐ and Stereo‐selective Synthesis of Peracetylated Carbohydrate Esters of Aromatic Fatty Acid Using p ‐Toluenesulfonic Acid as Catalyst

Author(s) -

Zhu Zhenyuan,

Li Shengfeng,

Liu Rongqiang,

Yuan Jing,

Wang Haibiao,

Zhang Yongmin,

Liu Yang

Publication year - 2010

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201090371

Subject(s) - chemistry , yield (engineering) , stearic acid , p toluenesulfonic acid , catalysis , anomer , organic chemistry , fatty acid , glycosyl , carbohydrate , materials science , metallurgy

This paper describes an efficient synthesis of carbohydrate fatty acid esters based on a highly stereo‐ and regio‐selective esterification. The suitably protected glycosyl was esterified with stearic acid to give mainly the β ‐anomer in good yield using p ‐toluenesulfonic acid as catalyst. The structures of these compounds were fully confirmed by 1 H, 13 C NMR, mass spectra and HRMS.

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