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β-Selective One-Pot Synthesis of Acyl-C-Glycosides via Corey–Seebach Umpolung Reaction
Synlett ( IF 1.7 ) Pub Date : 2019-08-13 , DOI: 10.1055/s-0039-1690158
G. Jacob Boehlich , Nina Schützenmeister 1
Affiliation  

C-Glycosides are commonly used as carbohydrate mimics in drug development due to their stability against enzymatic and chemical hydrolysis. In this Synpacts article we elaborate on our fast and efficient β-selective approach towards protected and unprotected acyl glycosides. Application of a Corey–Seebach umpolung reaction enables the exclusive formation of the β-anomer of aromatic acyl-C-glycosides in good to excellent yields. 1 Introduction 2 C-Glycosylation of Benzylated Glycosyl Donors 3 C-Glycosylation of Silylated Glycosyl Donors 4 Conclusion

中文翻译:

通过Corey-Seebach Umpolung反应β-选择性一锅法合成酰基-C-糖苷

由于 C-糖苷对酶促和化学水解具有稳定性,因此它们通常用作药物开发中的碳水化合物模拟物。在这篇 Synpacts 文章中,我们详细阐述了我们针对受保护和未受保护的酰基糖苷的快速有效的 β 选择性方法。Corey-Seebach umpolung 反应的应用能够以良好到极好的收率独家形成芳香族酰基-C-糖苷的 β-异头物。1 引言 2 苄基化糖基供体的 C-糖基化 3 甲硅烷基化糖基供体的 C-糖基化 4 结论
更新日期:2019-08-13
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