Diastereoselective Synthesis of Meso-1,2-Diarylethane-1,2-Diamines Via Sodium Reduction of Imidazolines

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2024-07-27 DOI:10.1002/ajoc.202400305

Daniil R. Bazanov, Natalia A. Lozinskaya

引用次数: 0

Abstract

A facile method for the preparation of meso-1,2-diarylethane-1,2-diamines from aromatic aldehydes is disclosed. The stereoselectivity of the protocol is based on the disrotatory electrocyclic ring closure of readily generated diazopentadienes, followed by a SET reduction of the imidazoline fragment by sodium. The method is readily scalable to multi-gram quantities and a wide range of alkoxy and alkyl-phenyl substituents can be synthesized.

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通过钠还原咪唑啉非对映选择性合成中-1,2-二芳基乙烷-1,2-二胺

本发明公开了一种从芳香醛中制备介-1,2-二乙烷-1,2-二胺的简便方法。该方法的立体选择性基于容易生成的二氮杂戊二烯的二旋转电环闭合，然后用钠对咪唑啉片段进行 SET 还原。该方法很容易扩展到多克量，而且可以合成多种烷氧基和烷基苯基取代基。

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

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.