Copper(II)-mediated O-arylation of protected serines and threonines.

Copper(II)-mediated O-arylation of protected serines and threonines.
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DOI:
10.1021/ol5024689
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发表时间:
2014-09-19
期刊:
影响因子:
5.2
通讯作者:
Molander GA
Molander GA
中科院分区:
化学1区
文献类型:
--
作者:
El Khatib M;Molander GA

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通过Chan-Lam交叉偶联,发展了一种有效的β-羟基-α-氨基酸底物丝氨酸和苏氨酸的O-芳基化反应。这种Cu(II)催化的转化涉及良好耐受各种受保护的(Boc-、Cbz-、Tr-和Fmoc-)丝氨酸和苏氨酸衍生物以及各种有机三氟硼酸钾和硼酸的良性开瓶条件。
An effective protocol toward the O-arylation of β-hydroxy-α-amino acid substrates serine and threonine has been developed via Chan–Lam cross-coupling. This Cu(II)-catalyzed transformation involves benign open-flask conditions that are well-tolerated with a variety of protected (Boc-, Cbz-, Tr-, and Fmoc-) serine and threonine derivatives and various potassium organotrifluoroborates and boronic acids.