Efficient access to cis-decalinol frameworks: copper(i)-catalyzed borylative cyclization of allene cyclohexanediones.
Cu-catalyzed borylative cyclization of allene cyclohexanediones has been described through a tandem β-borylation and intramolecular allylic addition process, affording borylated cis-decalinols with excellent yields and diastereoselectivities. A good enantioselectivity is also achieved in the asymmetric version. The hemiboronate group in the cyclization products could be subjected to several useful transformations.
College of Chemistry and Molecular Engineering, Zhengzhou University, 75 Daxue Road, Zhengzhou, Henan 450052, China and CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China. tianping@sioc.ac.cn.
Yi-Shuang
YS
Zhao
CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China. tianping@sioc.ac.cn.
Xiao-Qi
XQ
Tang
College of Chemistry and Molecular Engineering, Zhengzhou University, 75 Daxue Road, Zhengzhou, Henan 450052, China.
Jing-Chao
JC
Tao
CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China. tianping@sioc.ac.cn and Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China.
Ping
P
Tian
CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China. tianping@sioc.ac.cn and Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China.
Guo-Qiang
GQ
Lin