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钯催化酰基 C-O 键活化用于 α-亚甲基-β-内酰胺与胺的选择性开环反应。

Pd-Catalyzed Acyl C-O Bond Activation for Selective Ring-Opening of α-Methylene-β-lactones with Amines.

机构信息

Department of Chemistry, University of Connecticut , Storrs, Connecticut 06269-3060, United States.

出版信息

Org Lett. 2017 Apr 21;19(8):1966-1969. doi: 10.1021/acs.orglett.7b00494. Epub 2017 Apr 4.

DOI:10.1021/acs.orglett.7b00494
PMID:28375015
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5839468/
Abstract

A Pd-catalyzed ring-opening of β-lactones with various types of amines (primary, secondary, and aryl) to provide β-hydroxy amides with excellent selectivity toward acyl C-O bond cleavage is reported. The utility of this protocol is demonstrated in an asymmetric kinetic resolution providing enantioenriched α-methylene-β-lactones.

摘要

报道了一种钯催化的β-内酰胺与各种类型的胺（伯胺、仲胺和芳胺）的开环反应，该反应对酰基 C-O 键的断裂具有极好的选择性，生成了β-羟基酰胺。该方法的实用性通过不对称动力学拆分提供了手性富集的α-亚甲基-β-内酰胺得到了证明。

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