Amino acid chiral ligand containing bidentate coordination group, chiral catalyst, and corresponding preparation methods and applications thereof

Abstract

The present invention relates to an amino acid chiral ligand containing a bidentate coordination group, a chiral catalyst, and corresponding preparation methods and applications thereof. The chiral ligand is prepared from a cheap and easily available amino acid, and the development of the chiral ligand can improve the diversity of the chiral ligand. The chiral Ir (III) catalyst is simply and efficiently prepared from the chiral ligand only through a one-step reaction. The chiral Ir (III) catalyst is characterized in that a bidentate guiding group is introduced to an amino acid framework to change the original coordination mode of the amino acid and Ir in order to enhance the chiral control ability of the amino acid to the Ir(III) catalyst. The chiral Ir(III) catalyst is designed and synthesized for the first time, and the selectivity reaches up to 99% ee when the catalyst is successfully applied to the high-efficiency asymmetric synthesis of chiral gamma-cyclolactam, so the catalyst has superior stereo control ability.

Description

technical field [0001] The invention belongs to the field of asymmetric catalytic synthesis, and specifically relates to an amino acid chiral ligand containing a bidentate coordination group, a chiral catalyst, and a corresponding preparation method and application thereof. Background technique [0002] The functionalization of inert C-H bonds has been a long-term research field for chemists. C-H bond functionalization is to directly convert the C-H bond in the molecule into various functional groups. Compared with traditional synthetic chemistry, C-H bond functionalization has the advantages of easy availability of raw materials, high atom economy, and less pollution. In recent years, transition metal-catalyzed C-H bond functionalization reactions have achieved rapid development, and efficient construction of various chemical bonds has been realized. The key problem of the C-H bond functionalization reaction is to solve the regioselectivity and stereoselectivity of the C-H...

AI Technical Summary

Problems solved by technology

So far, there are very few cases where amino acids are used in the synthesis of Ir(Ⅲ) catalysts, and most amino acid ligands cannot effectively control the central chirality of Ir(Ⅲ), so only a pair of diastereomers can be obtained. This makes amino acid ligands unable to be used in the development of efficient Ir(Ⅲ) catalysts

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