Gold(I)-catalyzed polycyclization of linear dienediynes to seven-membered ring-containing polycycles via tandem cyclopropanation/Cope rearrangement/C-H activation.
A novel gold(I)-catalyzed polycyclization of easily prepared linear dienediynes has been developed for the construction of fused 5,7,6-tricyclic ring systems in one step with high diastereocontrol. The polycyclization, a formal [4 + 3]/C-H activation reaction, takes place through gold(I)-catalyzed intramolecular cyclopropanation of diene with diyne, Cope rearrangement of cis-alkenylalkynylcyclopropane, aliphatic C-H activation via a seven-membered-ring allene intermediate, and [1,2]-H and -G (H or OAc) shifts.
Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University , Beijing 100871, China.
Pei-Jun
PJ
Cai
Yi
Y
Wang
Cheng-Hang
CH
Liu
Zhi-Xiang
ZX
Yu