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氧酰胺作为多功能构建块,用于高立体选择性一锅法合成含三个连续立体中心的 1,3-二氨基-2-醇骨架。

Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One-Pot Synthesis of the 1,3-Diamino-2-ol-Scaffold Containing Three Continuous Stereocenters.

机构信息

Department of Chemistry, Technical University Kaiserslautern, Erwin-Schrödinger-Strasse Geb. 54, 67663, Kaiserslautern, Germany.

Institute of Inorganic and Analytical Chemistry, Goethe University Frankfurt am Main, Max-von-Laue-Strasse 7, 60438, Frankfurt am Main, Germany.

出版信息

Angew Chem Int Ed Engl. 2021 Oct 25;60(44):23667-23671. doi: 10.1002/anie.202109752. Epub 2021 Sep 28.

Abstract

A highly diastereoselective one-pot synthesis of the 1,3-diamino-2-alcohol unit bearing three continuous stereocenters is described. This method utilizes 2-oxyenamides as a novel type of building block for the rapid assembly of the 1,3-diamine scaffold containing an additional stereogenic oxygen functionality at the C2 position. A stereoselective preparation of the required (Z)-oxyenamides is reported as well.

摘要

本文描述了一种高非对映选择性的一锅法合成含有三个连续手性中心的 1,3-二氨基-2-醇单元。该方法利用 2-氧代酰胺作为一种新型的构建块,用于快速组装含有额外的 C2 位手性氧官能团的 1,3-二胺支架。还报道了所需(Z)-氧代酰胺的立体选择性制备方法。

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