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钯催化炔键连接的环己二烯酮环化反应中的配体和底物效应。

Ligand and substrate effects during Pd-catalyzed cyclizations of alkyne-tethered cyclohexadienones.

机构信息

Department of Chemistry, University of Minnesota, 207 Pleasant St SE, Minneapolis, MN 55455, USA.

出版信息

Org Biomol Chem. 2013 Sep 14;11(34):5596-604. doi: 10.1039/c3ob27491h.

DOI:10.1039/c3ob27491h
PMID:23715063
Abstract

The effects of ligand and substrate choice on the Pd-catalyzed cyclization of alkyne-tethered cyclohexadienones were examined. In the presence of a chiral ligand, the enantioselectivity of the desymmetrization is remarkably sensitive to structural changes in both the ligand and the substrate. Additionally, the regioselectivity of the reaction (5- vs. 6-membered ring formation) is dependent on the proximity of heteroatoms to the alkyne.

摘要

研究了配体和底物选择对钯催化炔烃连接的环己二烯酮环化反应的影响。在手性配体存在的情况下,不对称去对称化的对映选择性对配体和底物的结构变化非常敏感。此外,反应的区域选择性(五元环与六元环的形成)取决于杂原子与炔烃的接近程度。

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