- 专利标题: METHOD FOR DIRECTLY CONSTRUCTING TETRA-SUBSTITUTED ALLENIC ACID COMPOUND HAVING HIGH OPTICAL ACTIVITY
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申请号: EP19897072.5申请日: 2019-12-04
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公开(公告)号: EP3896053A1公开(公告)日: 2021-10-20
- 发明人: MA, Shengming , ZHENG, Weifeng , QIAN, Hui
- 申请人: Fudan University
- 申请人地址: CN Shanghai 200433 No. 220, Handan Road
- 代理机构: Barker Brettell LLP
- 优先权: CN201811517414 20181212
- 国际公布: WO2020119549 20200618
- 主分类号: C07C51/12
- IPC分类号: C07C51/12 ; C07C51/14 ; C07C57/03 ; C07C57/00
摘要:
The present invention discloses a method for directly constructing highly optically active tetrasubstituted allenic acid compounds, i.e., a one-step process for directly constructing highly optically active axially chiral tetrasubstituted allenic acid compounds by using tertiary propargyl alcohol, carbon monoxide and water as reactants in an organic solvent in the presence of palladium catalyst, chiral diphosphine ligand, monophosphine ligand and organic phosphoric acid. The method of the present invention has the following advantages: operations are simple, raw materials and reagents are readily available, the reaction conditions are mild, the substrate has high universality, the functional group has good compatibility, and the reaction has high enantioselectivity (90%∼> 99% ee). The highly optically active allenic acid compounds obtained by the present invention can be used as an important intermediate to construct γ-butyrolactone compounds containing tetrasubstituted chiral quaternary carbon centers, tetrasubstituted allenic alcohol and other compounds.
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