Patent · US Active

Spiro phosphine-oxazoline, preparation method and application thereof

US8450493B2 · kind B2 · utility

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9Claims
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Key dates

Filing dateJan 20, 2009
Grant dateMay 28, 2013
Priority date
Expiry dateAug 8, 2029

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07B2200/07
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The present invention belongs to a spiro phosphine-oxazoline and preparation method and application thereof, particularly, publishes a novel spiro phosphine-oxazoline and the preparation method of its iridium complex. The substituted 7-diaryl phosphino-7′-carboxy-1,1′-Lo-dihydro-indene is used as the starting raw material to synthesize the novel spiro phosphine-oxazoline of the present invention through a two-step reaction. The novel spiro phosphine-oxazoline and the iridium precursor are complexed to become a complex, and then through ion exchange, an iridium/phosphine spiro-oxazoline complex with different anions can be obtained. The present invention overcomes the shortcomings of the existing technology. The cheap readily available amino alcohol is used as the raw material to synthesize the novel spiro phosphine-oxazoline, on the fourth position of the oxazoline ring of which there is no substitutent. The iridium complex of this novel spiro phosphine-oxazoline can catalyze the asymmetric hydrogenation of α-substituted acrylic acid, and shows very high activity and enantioselectivity, therefore has a very high research value and an industrialization prospect.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.