Pd-catalyzed asymmetric allylic amination using easily accessible metallocenyl P,N-ligands

Organic & Biomolecular Chemistry
Hongwei WuWanbin Zhang

Abstract

Compared to their C1-symmetric counterparts, planar chiral C2-symmetric metallocenyl P,N-ligands are efficient chiral ligands for Pd-catalyzed asymmetric allylic aminations, providing a number of amination products with high enantioselectivities. A non-C2-symmetric ferrocenyl P,N-ligand (a by-product obtained during the synthesis of the above C2-symmetric species) was also found to be an efficient ligand for asymmetric allylic aminations. A mixed ligand system consisting of both C2- and non-C2-symmetric ferrocene complexes was examined and showed high catalytic activity with the amination products being obtained with excellent enantioselectivities.

References

Jul 13, 2000·Accounts of Chemical Research·G Helmchen, A Pfaltz
Oct 25, 2001·The Journal of Organic Chemistry·David A. EvansMichel R. Gagné
Feb 1, 1996·Chemical Reviews·Barry M. Trost, David L. Van Vranken
Aug 14, 2003·Chemical Reviews·Barry M Trost, Matthew L Crawley
Feb 12, 2005·Organic Letters·J W Faller, Jeremy C Wilt
Jun 10, 2005·Angewandte Chemie·Hideki Yorimitsu, Koichiro Oshima
Jul 22, 2006·Angewandte Chemie·Shu-Li You, Li-Xin Dai
Aug 19, 2007·The Journal of Organic Chemistry·Tsuneo ImamotoKazuhiro Yoshida
Oct 27, 2007·Journal of the American Chemical Society·Igor DubovykAndrei K Yudin
Oct 31, 2007·Angewandte Chemie·Zhan Lu, Shengming Ma
Jan 25, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Itzel Guerrero RiosErika Martin
Feb 2, 2011·Organic & Biomolecular Chemistry·Xiaohu ZhaoWanbin Zhang
Oct 15, 2011·Journal of the American Chemical Society·Ke-Yin YeShu-Li You
Jan 31, 2012·Angewandte Chemie·Jianmin WangChoon-Hong Tan
Mar 13, 2012·Organic & Biomolecular Chemistry·Paolo TosattiStephen P Marsden
Jun 28, 2012·Organic Process Research & Development·Barry M Trost
Sep 8, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Bruno CrocianiPatrizia Rossi
May 10, 2013·Organic & Biomolecular Chemistry·Jiahao WangWanbin Zhang
Jun 19, 2014·Accounts of Chemical Research·Chun-Xiang ZhuoShu-Li You
Jul 12, 2014·Chemical Communications : Chem Comm·Bin FengWen-Jing Xiao

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Citations

Apr 26, 2017·Chemical Communications : Chem Comm·Jiangyan JingWanbin Zhang
Apr 8, 2020·Beilstein Journal of Organic Chemistry·Wisdom A MunzeiwaVincent O Nyamori
Jan 9, 2021·The Journal of Organic Chemistry·Rui-Han DaiShi-Kai Tian

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