New type spirocyclic diphosphine ligand, and application in asymmetric catalytic hydrogenation

Abstract

The invention relates to a new type chirality spiro Hannane and the key midbody spiro diphenol, the composing method and application of ruthenium complex acetate of said chirality spiro Hannane in Alpha, Beta-unsaturated carboxylic acid. The compound can be used as chirality part for asymmetrical catalysis hydrogenating reaction-especialy the Alpha, Beta-unsaturated carboxylic acid has high stereoselectivity, the highest ee value reach 98 percent and has high reaction activity and high transform quantity (S / C=10000).

Description

technical field

[0001] The present invention relates to a novel chiral spirocyclic bisphosphine ligand and its intermediate spirocyclic diphenol, its synthesis method and the application of the spirocyclic bisphosphine ligand in the asymmetric catalytic hydrogenation of α,β-unsaturated carboxylic acids . Background technique

[0002] Asymmetric catalytic synthesis is a hotspot in the field of organic synthetic chemistry research (Ohkuma, T.; Kitamura, M.; Noyori, R. Catalytic Asymmetric Synthesis, Wiley, New York, 2000). The key to asymmetric catalytic synthesis is how to design and synthesize chiral catalysts with high enantioselectivity and catalytic activity. The design and synthesis of chiral catalysts is, in a sense, the design and synthesis of chiral ligands, because chiral ligands are the source of asymmetric induction and control of chiral catalysts. In 1966, Wilkinson found that the highly active homogeneous catalyst triphenylphosphine rhodium complex provided a p...

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