膦催化的由芳基酮烯酮和芳香醛不对称合成β-内酰胺。
Phosphine-catalyzed asymmetric synthesis of beta-lactones from arylketoketenes and aromatic aldehydes.
机构信息
Department of Chemistry, Oakland University, 2200 North Squirrel Road, Rochester, Michigan 48309-4477, USA.
出版信息
Org Lett. 2010 Apr 16;12(8):1664-7. doi: 10.1021/ol100075m.
In this paper, the development of a chiral phosphine-catalyzed formal [2 + 2] cycloaddition of aldehydes and ketoketenes that provides access to a variety of highly substituted beta-lactones (14 examples) is reported. The BINAPHANE catalytic system displays excellent enantioselectivity (seven examples with ee >or=90%) and high diastereoselectivity favoring formation of the trans-diastereomer (nine examples with dr >or=90:10).
本文报道了手性膦催化的醛和酮烯酮的[2 + 2]环加成反应的发展，该反应为各种高取代的β-内酰胺（14 个实例）提供了途径。BINAPHANE 催化体系表现出优异的对映选择性（7 个实例的 ee 值大于等于 90%）和高非对映选择性，有利于反式非对映异构体的形成（9 个实例的 dr 值大于等于 90:10）。
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