Department of Chemistry, Oakland University, 2200 North Squirrel Road, Rochester, Michigan 48309-4477, USA.
J Am Chem Soc. 2012 Feb 15;134(6):2942-5. doi: 10.1021/ja211678m. Epub 2012 Feb 3.
In this Communication we describe an unprecedented catalytic asymmetric heterodimerization of ketenes of wide substrate scope. The alkaloid-catalyzed method provides access to ketene heterodimer β-lactones and allows even two different monosubstituted ketenes to be cross-dimerized, with excellent enantioselectivity (17 examples with ≥90% ee) and excellent heterodimer regioselectivity observed in all cases.
在本通讯中,我们描述了一种前所未有的酮烯的催化不对称杂二聚反应,具有广泛的底物范围。该生物碱催化方法可获得酮烯杂二聚β-内酰胺,并允许即使是两种不同的单取代酮烯也能进行交叉二聚,所有情况下均观察到优异的对映选择性(17 个实例,ee 值≥90%)和优异的杂二聚区域选择性。