Asymmetric Synthesis of Chiral Cyclopentanes Bearing an All-Carbon Quaternary Stereocenter by Zirconium-Catalyzed Double Carboalumination. Academic Article uri icon


  • Herein, we report a zirconium-catalyzed enantio- and diastereoselective inter/intramolecular double carboalumination of unactivated 2-substituted 1,5-dienes, which provides efficient and direct access to chiral cyclopentanes through the generation of two stereocenters, including one all-carbon quaternary stereocenter, generally with excellent diastereo- and high enantioselectivity. This tandem carboalumination process creates two new C-C bonds as well as one C-Al bond, which can be oxidized insitu with O2 or hydrolyzed. Furthermore, the obtained chiral cyclopentanes can be readily functionalized to provide various chiral compounds.

published proceedings

  • Angew Chem Int Ed Engl

altmetric score

  • 1.85

author list (cited authors)

  • Xu, S., Wang, C., Komiyama, M., Tomonari, Y., & Negishi, E.

citation count

  • 8

complete list of authors

  • Xu, Shiqing||Wang, Chuan||Komiyama, Masato||Tomonari, Yasuhiko||Negishi, Ei-Ichi

publication date

  • January 2017