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钯催化吡唑-5-酮与烯丙醇的不对称烯丙基烷基化反应:手性磷酸在 C-O 键断裂和立体控制中的作用。

Pd-catalyzed asymmetric allylic alkylation of pyrazol-5-ones with allylic alcohols: the role of the chiral phosphoric acid in C-O bond cleavage and stereocontrol.

机构信息

Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.

出版信息

J Am Chem Soc. 2013 Jun 26;135(25):9255-8. doi: 10.1021/ja402740q. Epub 2013 Jun 14.

Abstract

The combination of a palladium complex with a chiral phosphoramidite ligand and a chiral phosphoric acid enables the first highly efficient asymmetric allylic alkylation of pyrazol-5-ones with allylic alcohols, affording multiply functionalized heterocyclic products in high yields with excellent enantioselectivities that would be of great potential in the synthesis of pharmaceutically interesting molecules.

摘要

钯配合物与手性磷酰胺配体和手性磷酸的组合实现了首例吡唑-5-酮与烯丙醇的高对映选择性不对称烯丙基烷基化反应,以高产率得到多官能化的杂环产物,这在手性药物分子的合成中具有很大的应用潜力。

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