Petrovic G, Cekovic Z
Faculty of Chemistry, University of Belgrade, Studentski trg 16, P.O Box 158, 11000 Belgrade, Serbia, Yugoslavia.
Org Lett. 2000 Nov 30;2(24):3769-72. doi: 10.1021/ol0062401.
Annulation of the cyclohexane ring by a combination of free radical and ionic reactions sequences was achieved. Free radical alkylation of the remote nonactivated delta-carbon atom involves addition of delta-carbon radicals, generated by 1,5-hydrogen transfer in alkoxy radical intermediates, to radicophilic olefins, while the polar sequence involves enolate anions as intermediates which undergo a cycloalkylation reaction. Thus, the cyclohexane ring was constructed using diverse acyclic and cyclic structures as precursors of alkoxy radicals.
通过自由基和离子反应序列的组合实现了环己烷环的环化。远程未活化的δ-碳原子的自由基烷基化涉及δ-碳自由基的加成，该自由基由烷氧基中间体中的1,5-氢转移产生，加成到亲自由基烯烃上，而极性序列涉及烯醇负离子作为中间体，其经历环烷基化反应。因此，使用各种无环和环状结构作为烷氧基自由基的前体构建了环己烷环。
