铑催化1,1-二取代酰胺的对映选择性硅氢化反应

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-08 DOI:10.1021/acs.orglett.4c03491

Jun-Han Ma, Chen-Li Jin, Samuel Couve-Bonnaire, Jean-Philippe Bouillon, Li-Wen Xu

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引用次数: 0

摘要

在有机硅化学和不对称催化中，1,1-二取代酰胺的催化硅氢化反应是最具挑战性和最具合成价值的工艺之一。本文报道了铑催化α-芳烯酰胺与取代的氢硅烷在手性p配体（包括新开发的螺亚磷酸酯配体）的辅助下进行的对映选择性硅氢化反应，得到了各种手性β-硅基化酰胺，收率高，对映选择性好（重结晶后98:2）。此外，通过硅氢化产物的进一步功能化可以得到手性β-硅基化胺。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Rhodium-Catalyzed Enantioselective Hydrosilylation of 1,1-Disubstituted Enamides

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Rhodium-Catalyzed Enantioselective Hydrosilylation of 1,1-Disubstituted Enamides

Catalytic hydrosilylation of 1,1-disubstituted enamides is one of the most challenging and synthetically useful processes in organosilicon chemistry and asymmetric catalysis. Herein, we report a rhodium-catalyzed enantioselective hydrosilylation of α-arylenamides with substituted hydrosilanes with the aid of chiral P-ligand, including newly developed spirophosphite ligands, giving various chiral β-silylated amides in excellent yields with good to excellent enantioselectivities (98:2 er after recrystallization). In addition, chiral β-silylated amines can be obtained by further functionalization of the hydrosilylation product.

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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.