Enantiospecific bromonium ion generation and intramolecular capture: a model system for asymmetric bromonium ion-induced polyene cyclisations
Enantiospecific bromonium ion generation and intramolecular capture: a model system for asymmetric bromonium ion-induced polyene cyclisations
复制标题
DOI：
10.1039/c1cc13619d
复制
发表时间：
2011-01-01
影响因子：
4.9
通讯作者：
Thomas, Alexander J. F.
中科院分区：
文献类型：
--
作者：
Braddock, D. Christopher;Marklew, Jared S.;Thomas, Alexander J. F.
通过催化三氟甲磺酸作用于比例异构的区域异构的溴代醇衍生物而产生的比例异构的溴离子被分子内、对映体特异性和区域选择性地捕获，从而以优异的产率和高的对映体过量得到双环溴化碳环。该对映体特异性途径不受三取代烯烃的加入的显著干扰。
Scalemic bromonium ions generated enantiospecifically by the action of catalytic triflic acid on scalemic regioisomeric bromohydrin derivatives are trapped intramolecularly, enantio-specifically and regioselectively to give bicyclic brominated carbocycles in excellent yield and high enantiomeric excess. This enantiospecific pathway is not significantly perturbed by the addition of a trisubstituted alkene.