手性烯丙基烯与丙二烯酸酯的对映选择性分子间[2+2+2]环加成反应。
Enantioselective intermolecular [2 + 2 + 2] cycloadditions of ene-allenes with allenoates.
机构信息
Department of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, USA.
出版信息
Org Lett. 2012 Dec 7;14(23):6096-9. doi: 10.1021/ol303024q. Epub 2012 Nov 21.
An enantioselective [2 + 2 + 2] cycloaddition of ene-allenes with allenoates is described, which transforms simple π-components into stereochemically complex carbocycles in a single step. The rhodium(I)-catalyzed cycloaddition proceeds with good levels of enantioselectivity, and with high levels of regio-, chemo-, and diastereoselectivity. Our results are consistent with a mechanism involving an enantioselective intermolecular allene-allene oxidative coupling.
本文描述了烯丙基烯与丙二烯酸酯的对映选择性[2 + 2 + 2]环加成反应，该反应可一步将简单的π-组分转化为具有立体化学复杂性的碳环。铑（I）催化的环加成反应具有良好的对映选择性，并且具有高区域选择性、化学选择性和非对映选择性。我们的结果与涉及对映选择性的丙二烯-丙二烯间氧化偶联的反应机理一致。
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