Organic catalyst and ligand with rigid spiro[indane-1,2'-pyrrolidine] skeleton, synthesis and application

Abstract

The invention discloses an organic catalyst and ligand with rigid spiro[indane-1,2'-pyrrolidine] skeleton, synthesis and application. The invention further discloses synthesis methods thereof. The method raw material is cheap and easy to obtain; the reaction condition is mild; a sharp reaction condition, metal reagent sensitive to the air and the moisture, and the transition catalyst with expensive price cannot be used; the reaction process is simple and easy, and the requirements on the device and equipment for synthesis and separation are low. The synthesized chiral molecule can be served asan excellent catalyst or ligand for asymmetric synthesis reaction, and has potential medicine application.

Description

technical field [0001] The invention belongs to the technical field of asymmetric catalytic synthesis, and specifically relates to a class of organic catalysts with rigid spiro[indane-1,2'-pyrrolidine] skeletons, ligands and their synthesis and application. Background technique [0002] Chirality is a fundamental property of nature. Chiral compounds exist widely in nature, and many of them are used as drug molecules. Natural products produced in vivo or metabolized by animals, plants, and microorganisms are an important source of chiral drugs. The asymmetric synthesis catalyzed by chiral catalysts is an important way to obtain enantiomerically pure chiral building blocks and chiral drugs, and it is also a breakthrough and supplement to the extraction of natural chiral compounds. The chirality contained in the chiral catalyst can be transferred to the chiral product molecule during the catalytic reaction. The chiral structure of the catalyst is crucial to obtain enantiomer...

AI Technical Summary

Problems solved by technology

In the prior art, P, P-, P, N- and N, N-type bidentate ligands are used to catalyze asymmetric addition and asymmetric coupling reactions, especially for the synthesis of biaryls However, there are still obvious disadvantages such as active base, poor enantioselectivity, and narrow scope of substrate application, and most of the metals used in coordination with these ligands are expensive transition metals such as Rh, Ir, and Pd. Many P-containing ligands have the problems of high cost of raw materials used in preparation, easy oxidation failure in air, harsh reaction conditions, and unsuitable for large-scale production.

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