Stereospecific Synthesis of Free Hydroxyl β-C-Glycosides in One Sstep

Chem. J. Chinese Universities ›› 2001, Vol. 22 ›› Issue (12): 2037.

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Stereospecific Synthesis of Free Hydroxyl β-C-Glycosides in One Sstep

WANG Wen Zhong¹, ZHANG PeiYing², Lü YiXian²

1. Departmentof Pharmacy, North China Coal Medical College, Tangshan 063000, China;
2. Departmentof Chemical Biology, Schoolof Pharmaceutical Sciences, Peking University, Beijing 100083, China

Received:2000-09-04 Online:2001-12-24 Published:2001-12-24

Abstract

Abstract: Free aldopentoses and aldohexoses reacted respectively with (EtO)₂P(O)CHNaCOAr to give the five stereospecific free hydroxyl β Cglycosides in one step. The reaction take place under a mild condition. The procedures are simple and convenient. The prices of starting materials are cheap. The method can be applied universally for aldopentoses and aldohexoses. The application scope of Wittig Horner reaction has also been expanded. The synthesis of free hydroxyl β Cglycosides from free aldoses directly using WittingHorner reaction has not been reported so far.

Key words: C glycosides, Synthesis, Wittig Horner reaction

CLC Number:

O629

TrendMD:

WANG Wen Zhong, ZHANG PeiYing, Lü YiXian. Stereospecific Synthesis of Free Hydroxyl β-C-Glycosides in One Sstep[J]. Chem. J. Chinese Universities, 2001, 22(12): 2037.

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Stereospecific Synthesis of Free Hydroxyl β-C-Glycosides in One Sstep

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