Selective fowler reductions: asymmetric total syntheses of isofagomine and other 1-azasugars from methyl nicotinate.

Selective fowler reductions: asymmetric total syntheses of isofagomine and other 1-azasugars from methyl nicotinate.
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DOI:
10.1021/ol006810x
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发表时间:
2001-01
期刊:
影响因子:
5.2
通讯作者:
G. Zhao;U. C. Deo;B. Ganem
G. Zhao;U. C. Deo;B. Ganem
中科院分区:
化学1区
文献类型:
--
作者:
G. Zhao;U. C. Deo;B. Ganem

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[图:见文]1- n -亚氨基糖(1-偶氮糖)是一类具有良好生物医学应用前景的新型糖苷酶抑制剂,目前已开发出一种高效高产的不对称合成策略。采用高度区域选择性的1,2-取代吡啶还原过程,将烟酸甲酯转化为几种具有代表性的1-偶氮糖。
[figure: see text] An efficient, high-yielding strategy has been developed for the asymmetric synthesis of 1-N-iminosugars (1-azasugars), a new class of glycosidase inhibitors with promising biomedical applications. A highly regioselective procedure for the 1,2-reduction of substituted pyridines was employed to transform methyl nicotinate into several representative 1-azasugars.