Title:
カイラルスピロ環ホスフィン−窒素−硫黄三座配位子およびその調製方法と応用
Document Type and Number:
Japanese Patent JP6910960
Kind Code:
B2
Abstract:
The present invention relates to a chiral spiro phosphine-nitrogen-sulfur (P-N-S) tridentate ligand, preparation method and application thereof. The P-N-S tridentate ligand is a compound represented by Formula I or Formula II, their racemates, optical isomers, or catalytically acceptable salts thereof. The ligand has a primary structure skeleton characterized as a chiral spiro indan skeleton structure with a thio group. The chiral spiro phosphine-nitrogen-sulfur tridentate ligand can be synthesized by reacting racemic or optical active compound 7-diary/alkyl phosphine-7'-amino-1, 1'-spiro-dihydro- indene compound having a spiro-dihydro-indene skeleton as the starting material. The chiral spiro P-N-S tridentate ligand being complex with transition metal salt can be used in an asymmetric catalytic hydrogenation reaction for catalyzing carbonyl compound. In particular, in asymmetric hydrogenation reaction process, being complex with iridium for catalyzing ²-alkyl-²-keto ester can obtain a high catalytic activity (a catalyst amount of 0.0002% mol) and high enantioselectivity (up to 99.9% ee) result. So the present invention has a practical value for industrial and commercial production.
More Like This:
Inventors:
Zhou Lirin
Xie Ken Hana
Baotou Baku
Royal new
Xie Ken Hana
Baotou Baku
Royal new
Application Number:
JP2017558681A
Publication Date:
July 28, 2021
Filing Date:
January 26, 2016
Export Citation:
Assignee:
ZHEJIANG JIUZHOU PHARMACEUTICAL CO., LTD.
International Classes:
C07B53/00; C07F9/50; C07C29/145; C07C33/18; C07C67/31; C07C69/675; C07C69/708; C07C69/732; C07C231/18; C07C235/06
Domestic Patent References:
| JP2014501719A | ||||
| JP2014527534A |
Foreign References:
| CN101671365A |
Other References:
Yang, Xiao-Hui, et al,Chiral spiro iridium catalysts with SpiroPAP ligands: Highly efficient for asymmetric hydrogenation of ketones and ketoesters,Organic Chemistry Frontiers,2014, Vol.1, No.2,p.190-193
Attorney, Agent or Firm:
Hidesaku Yamamoto
Natsuki Morishita
Takatoshi Iida
Daisuke Ishikawa
Kensaku Yamamoto
Natsuki Morishita
Takatoshi Iida
Daisuke Ishikawa
Kensaku Yamamoto