Direct Catalytic Asymmetric Addition of Alkylnitriles to Aldehydes with Designed Nickel-Carbene Complexes
Direct Catalytic Asymmetric Addition of Alkylnitriles to Aldehydes with Designed Nickel-Carbene Complexes
复制标题
用设计的镍-卡宾配合物直接催化烷基腈与醛的不对称加成
DOI：
10.1002/anie.202016690
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发表时间：
2021
期刊：
影响因子：
--
通讯作者：
Masakatsu Shibasaki
中科院分区：
文献类型：
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作者：
Akira Saito;Shinya Adachi;Naoya Kumagai;Masakatsu Shibasaki
乙腈与醛的直接催化不对称加成反应实现了90%以上的ee，这是烷基腈加成化学的终极挑战。在本文中，我们报告了通过策略性地使用空间要求高的NiIIpincer卡宾络合物来实现高对映体选择性，该络合物提供了高度对映体富集的β-羟基腈。这种高度原子经济的方法为利用廉价的乙腈作为不对称催化实用合成工具箱中有前途的C2结构单元铺平了道路。
A direct catalytic asymmetric addition of acetonitrile to aldehydes that realizes over 90 %eeis the ultimate challenge in alkylnitrile addition chemistry. Herein, we report achieving high enantioselectivity by the strategic use of a sterically demanding NiIIpincer carbene complex, which afforded highly enantioenriched β‐hydroxynitriles. This highly atom‐economical process paves the way for exploiting inexpensive acetonitrile as a promising C2 building block in a practical synthetic toolbox for asymmetric catalysis.