The synthesis of cycloheptanoid-based fused polycyclic frameworks is a challenge for organic chemists due to unfavorable entropic factors and ring strains.Herein,a concise synthesis of 4-desmethyl-rippertenol and 7-ep...The synthesis of cycloheptanoid-based fused polycyclic frameworks is a challenge for organic chemists due to unfavorable entropic factors and ring strains.Herein,a concise synthesis of 4-desmethyl-rippertenol and 7-epi-rippertenol bearing a unique,[6,6,5,7]-fused tetracyclic framework is reported.The route features a novel photoinduced intramolecular cyclization ofα-cyclopropyl dienone followed by an unexpected thermal 1,5-hydrogen migration.展开更多
基金supported by the National Key Research and Development Program of China(grant no.2018YFC0310905)the National Science Foundation of China(grant nos.21632002,21871012,and 21801123)the Shenzhen Basic Research Program(grant nos.JCYJ20180302180215524 and JCYJ20170818091450164).
文摘The synthesis of cycloheptanoid-based fused polycyclic frameworks is a challenge for organic chemists due to unfavorable entropic factors and ring strains.Herein,a concise synthesis of 4-desmethyl-rippertenol and 7-epi-rippertenol bearing a unique,[6,6,5,7]-fused tetracyclic framework is reported.The route features a novel photoinduced intramolecular cyclization ofα-cyclopropyl dienone followed by an unexpected thermal 1,5-hydrogen migration.
