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协同双金属锌/碱土金属催化:用于催化不对称迈克尔加成反应的 Zn/Sr 氨基苯酚磺酰胺配合物,β-酯烯酮与 3-乙酰氧基-2-氧代吲哚。

Cooperative Heterobimetallic Zinc/Alkaline Earth Metal Catalysis: A Zn/Sr Aminophenol Sulfonamide Complex for Catalytic Asymmetric Michael Addition of 3-Acetoxy-2-oxindoles to β-Ester Enones.

机构信息

Chongqing Research Center for Pharmaceutical Engineering, Research Center for Innovative Pharmaceutical and Excipient Analysis Technology, College of Pharmacy, Chongqing Medical University, Chongqing 400016, China.

出版信息

J Org Chem. 2021 May 21;86(10):7119-7130. doi: 10.1021/acs.joc.1c00379. Epub 2021 May 7.

Abstract

A heterobimetallic zinc/strontium catalyst has been developed for the asymmetric Michael addition of 3-acetoxy-2-oxindoles to β-ester enones in high yields with excellent enantioselectivities and high diastereoselectivities. This process represents that 3-acetoxy-2-oxindoles can be used as a stable air- and base-tolerant precursor for chiral 3-substituted 3-hydroxy-2-oxindoles.

摘要

已开发出一种锌/锶杂双金属催化剂,用于高收率、优异对映选择性和高非对映选择性的 3-乙酰氧基-2-氧代吲哚与β-酯烯酮的不对称迈克尔加成。该过程表明 3-乙酰氧基-2-氧代吲哚可用作稳定的空气和碱耐受性手性 3-取代 3-羟基-2-氧吲哚前体。

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