Cwynar Valerie, Donahue Matthew G, Hart David J, Yang Dexi
Department of Chemistry, Ohio State University, Columbus, Ohio 43210, USA.
Org Lett. 2006 Sep 28;8(20):4577-80. doi: 10.1021/ol061802n.
Eight bromoalkynes were prepared from substituted benzoic acids and treated with n-Bu3SnH to provide trans-fused perhydroindans or cis- and trans-fused perhydronaphthalenes. Atom-transfer reactions that accompany the free radical reactions resulted in several tandem radical cyclizations with formation of up to three carbon-carbon bonds in a single reaction. The relationship between these reactions and an approach to the quassinoid family of natural products is also described.
由取代苯甲酸制备了八种溴代炔烃，并将其用三正丁基氢化锡处理，以得到反式稠合的全氢茚或顺式和反式稠合的全氢萘。伴随自由基反应的原子转移反应导致了几个串联自由基环化反应，在单一反应中形成了多达三个碳-碳键。还描述了这些反应与一类天然产物苦木素的合成方法之间的关系。
