立体选择性铜催化脱氢Si-N与前手性二氢硅烷偶联对BINAMs的动力学拆分。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-01 DOI:10.1021/acs.orglett.5c02258

Finn H. Gattwinkel, and , Martin Oestreich*,

引用次数: 0

摘要

报道了单保护的1,1'-二萘-2,2'-二胺（BINAM）衍生物的非酶动力学拆分。这是通过cu - h催化的脱氢Si-N与前手性二氢硅烷偶联，以（R，R）-Ph-BPE作为手性配体实现的。顺向选择性和非对向选择性n -硅基化使得具有6,6'-或7,7'-位置的各种取代基的binam具有良好的合成有用的选择性因子。

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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Kinetic Resolution of BINAMs by Stereoselective Copper-Catalyzed Dehydrogenative Si–N Coupling with Prochiral Dihydrosilanes

A nonenzymatic kinetic resolution of monoprotected 1,1′-binaphthyl-2,2′-diamine (BINAM) derivatives is reported. This is achieved by a Cu–H-catalyzed dehydrogenative Si–N coupling with prochiral dihydrosilanes using (R,R)-Ph-BPE as a chiral ligand. The atroposelective as well as diastereoselective N-silylation enables the resolution of BINAMs with various substituents in 6,6′- or 7,7′-positions with good to synthetically useful selectivity factors.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.