合成子
对映选择合成
化学
环加成
电泳剂
钯
立体化学
组合化学
有机化学
催化作用
作者
Anaïs Scuiller,Nicolas Casaretto,Alexis Archambeau
标识
DOI:10.1021/acs.joc.3c00707
摘要
Cycloaddition of azaoxyallyl cations or other C─(C═O)─N synthon precursors is a well-established route toward lactams and other N-heterocycles, but despite the wide synthetic scope of this approach, enantioselective versions remain scarce. We herein report 5-vinyloxazolidine-2,4-diones (VOxD) as a suitable precursor of a new palladium-π-allylpalladium intermediate. In the presence of electrophilic alkenes, (3 + 2) γ-lactam cycloadducts could be formed with a high level of diastereo- and enantioselectivity.
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