Well-Defined Chiral Dinuclear Copper-Catalyzed Tandem Asymmetric Propargylic Amination-Carboxylative Cyclization Sequence to Chiral 2-Oxazolidinone Derivatives

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-09-18 DOI:10.1039/d4qo01368a

Yu Lan, Peng Liu, Zekai Fang, Lili Shao, Qilong Cai, Xiaoming Wang

引用次数: 0

Abstract

We report a novel strategy for the synthesis of chiral 2-oxazolidinones via a dinuclear copper-catalyzed asymmetric propargylic amination-carboxylative cyclization sequence of propargylic esters with nucleophilic alkyl amines under ambient pressure of carbon dioxide. A variety of chiral 2-oxazolidinones featuring an exocyclic methylene moiety was obtained in good yields with high enantioselectivities via a one-pot operation.

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定义明确的手性双核铜催化串联不对称原炔胺化-羧基环化顺序制备手性 2-噁唑烷酮衍生物

我们报告了一种在二氧化碳环境压力下，通过双核铜催化丙炔酯与亲核烷基胺的不对称丙炔胺化-羧基环化顺序合成手性 2-噁唑烷酮的新策略。通过一锅操作，获得了多种具有外环亚甲基的手性 2-噁唑烷酮，产量高，对映选择性好。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.