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通过钯催化的定向C-H芳基化对手性联芳基二胺进行空间调控。

Steric modulation of chiral biaryl diamines via Pd-catalyzed directed C-H arylation.

作者信息

Scarborough Christopher C, McDonald Richard I, Hartmann Caroline, Sazama Graham T, Bergant Ana, Stahl Shannon S

机构信息

Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.

出版信息

J Org Chem. 2009 Mar 20;74(6):2613-5. doi: 10.1021/jo802632v.

Abstract

Palladium-catalyzed directed arylation of 2,2'-diacetamidobiaryls with aryl iodides provides efficient access to chiral ortho-substituted biaryl diamines. Aryl iodides with para- and meta-substituents are tolerated. Deprotection of the acetyl groups under basic conditions furnishes the free diamines, which should find broad utility in asymmetric catalysis.

摘要

钯催化的2,2'-二乙酰氨基联芳基与芳基碘的定向芳基化反应为制备手性邻位取代联芳基二胺提供了有效途径。带有对位和间位取代基的芳基碘也能适用。在碱性条件下对乙酰基进行脱保护可得到游离的二胺,这些二胺在不对称催化中应具有广泛的用途。

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