Stereospecific Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Tosylate and Allyl Alcohol Electrophiles.

Stereospecific Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Tosylate and Allyl Alcohol Electrophiles.
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烷基甲苯酸烷基和烯丙基醇的电力的立体镍催化的还原交叉偶联。

DOI:
10.1021/acs.orglett.1c02616
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发表时间:
2021-09-17
期刊:
影响因子:
5.2
通讯作者:
Alexanian EJ
Alexanian EJ
中科院分区:
化学1区
文献类型:
--
作者:
Tercenio QD;Alexanian EJ

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立体特异性交叉偶联的亲电试剂在C-C键的构建中具有重要的应用前景。本文报道了镍催化的烯丙醇与手性非外消旋烷基甲苯磺酸酯的还原偶联反应。这种交叉偶联提供了有价值的烯丙基化产物,在一系列底物中具有高水平的立体特异性。该催化体系由简单的镍盐与市售还原剂组成,重要的是代表了涉及两个亲电体的C-O键的交叉偶联的罕见实例。
The stereospecific cross-coupling of easily-accessed electrophiles holds significant promise in the construction of C–C bonds. Herein, we report a nickel-catalyzed reductive coupling of allyl alcohols with chiral, non-racemic alkyl tosylates. This cross-coupling delivers valuable allylation products with high levels of stereospecificity across a range of substrates. The catalytic system consists of a simple nickel salt in conjunction with a commercially available reductant and importantly represents a rare example of a cross-coupling involving the C–O bonds of two electrophiles.
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发表时间: 2013-07-22
期刊: TETRAHEDRON
影响因子: 2.1
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