Invention Grant
- Patent Title: Synthesis and use of oxa-spirodiphosphine ligand
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Application No.: US17689925Application Date: 2022-03-08
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Publication No.: US12071444B2Publication Date: 2024-08-27
- Inventor: Xumu Zhang , Genqiang Chen , Jiaming Huang
- Applicant: SHENZHEN CATALYS TECHNOLOGY CO., LTD
- Applicant Address: CN Shenzhen
- Assignee: SHENZHEN CATALYS TECHNOLOGY CO., LTD
- Current Assignee: SHENZHEN CATALYS TECHNOLOGY CO., LTD
- Current Assignee Address: CN Shenzhen
- Main IPC: C07F15/00
- IPC: C07F15/00 ; B01J31/22 ; B01J31/24 ; C07C51/36 ; C07F9/6561

Abstract:
The present invention relates to the technical field of chiral synthesis, and specifically provides the synthesis and use of a new type of oxa-spirodiphosphine ligands. The bisphosphine ligand is prepared with oxa-spirobisphenol as a starting material after triflation, palladium catalyzed coupling with diaryl phosphine oxide, reduction of trichlorosilane, further palladium catalyzed coupling with diaryl phosphine oxide, and further reduction of trichlorosilane. The oxa-spiro compound has central chirality, and thus includes L-oxa-spirodiphosphine ligand and R-oxa-spirodiphosphine ligand. The racemic spirodiphosphine ligand is capable of being synthesized from racemic oxa-spirobisphenol as a raw material. The present invention can be used as a chiral ligand in the asymmetric hydrogenation of unsaturated carboxylic acids. The complex of the ligand with ruthenium can achieve an enantioselectivity of greater than 99% in the asymmetric hydrogenation of methyl-cinnamic acid.
Public/Granted literature
- US20220185835A1 SYNTHESIS AND USE OF OXA-SPIRODIPHOSPHINE LIGAND Public/Granted day:2022-06-16
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