Metal-Free One-Pot Domino Synthesis of Oxazolidinethione Derivatives of Quaternary Amino Acids from α-Amino Esters and Aldehydes Using CS2

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Dinesh R. Shinde, Gamidi Rama Krishna and Udaya Kiran Marelli*, 
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引用次数: 0

Abstract

We present a streamlined, metal-free, one-pot domino approach to efficiently synthesize oxazolidinethione derivatives containing substituted quaternary amino acids. This method employs α-amino esters, aldehydes, and CS2 under mild conditions, constructing three new bonds (C–N, C–C, and C–O) to produce oxazolidinethione compounds featuring a quaternary center and a beta-hydroxy derivative in high yields. This scalable protocol enables the creation of libraries of biologically significant, intricate amino acid derivatives using amino esters and aldehydes.

Abstract Image

Abstract Image

使用 CS2 无金属一锅多米诺合成α-氨基酯和醛的季氨基酸噁唑烷硫酮衍生物。
我们提出了一种简化、无金属、一锅多米诺方法,用于高效合成含有取代季氨基酸的噁唑烷硫酮衍生物。这种方法在温和的条件下利用 α-氨基酯、醛和 CS2,构建三个新键(C-N、C-C 和 C-O),从而高产率地制备出以季胺中心和 beta-羟基衍生物为特征的噁唑烷硫酮化合物。通过这种可扩展的方案,可以利用氨基酯和醛类创建具有重要生物意义的复杂氨基酸衍生物库。
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
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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