铜催化的α,β-不饱和羧酸的不对称还原酰胺化反应。
CuH-Catalyzed Asymmetric Reductive Amidation of α,β-Unsaturated Carboxylic Acids.
机构信息
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
出版信息
Org Lett. 2020 Jul 17;22(14):5666-5670. doi: 10.1021/acs.orglett.0c02064. Epub 2020 Jul 6.
Abstract
The direct enantioselective copper hydride (CuH)-catalyzed synthesis of β-chiral amides from α,β-unsaturated carboxylic acids and secondary amines under mild reaction conditions is reported. The method utilizes readily accessible carboxylic acids and tolerates a variety of functional groups in the β-position including several heteroarenes. A subsequent iridium-catalyzed reduction to γ-chiral amines can be performed in the same flask without purification of the intermediate amides.
摘要
本文报道了在温和的反应条件下，通过铜氢化物（CuH）催化，从α，β-不饱和羧酸和仲胺直接对映选择性合成β-手性酰胺。该方法利用易得的羧酸，并容忍β位的多种官能团，包括几个杂芳环。随后，可以在同一烧瓶中用铱催化还原到γ-手性胺，而无需对中间酰胺进行纯化。
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