Selective phosphitylation of the primary hydroxyl group in unprotected carbohydrates and nucleosides.

Selective phosphitylation of the primary hydroxyl group in unprotected carbohydrates and nucleosides.
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未受保护的碳水化合物和核苷中伯羟基的选择性磷酸化。

DOI:
10.1021/ol990769k
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发表时间:
1999
期刊:
影响因子:
5.2
通讯作者:
Pope,SC
Pope,SC
中科院分区:
化学1区
文献类型:
--
作者:
Graham,SM;Pope,SC

文献摘要

被引文献

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在受阻较少的伯羟基上含有磷酸盐的碳水化合物和核苷通常使用保护/去保护策略来制备。在此我们报道了亚磷酰胺法可用于选择性地将磷掺入O-未保护的碳水化合物和核苷的伯羟基上;所得亚磷酸三酯的原位氧化产生磷酸三酯。
Carbohydrates and nucleosides containing a phosphate at the less-hindered primary hydroxyl group are often prepared using a protection/deprotection strategy. Herein we report that the phosphoramidite method can be used toselectivelyincorporate phosphorus at the primary hydroxyl group ofO-unprotected carbohydrates and nucleosides; in situ oxidation of the resulting phosphite triester yields the phosphate triester.