Novel chiral (R)-binaphthol titanium complex as well as preparation method and application thereof

Abstract

The invention belongs to the field of catalytic organic synthesis, and particularly discloses a novel chiral (R)-binaphthol titanium complex as well as a preparation method and application thereof. The complex is a cationic complex, titanium atoms are coordinated with a chiral (R)-binaphthol ligand and water molecules to form a cation part, and corresponding anions and the titanium cation part form ionic bonds. According to the present invention, the chiral (R)-binaphthol titanium complex has high air stability and strong Lewis acidity, and can efficiently catalyze the Hetero-Diels-Alder reaction of Danisshefsky diene and aldehyde so as to synthesize the chiral (R)-pyran derivative; the method overcomes the defects that a traditional chiral lewis acid catalyst is easy to deliquesce, low in catalytic activity, harsh in reaction condition, unable to be recycled and the like, provides a method for preparing the chiral (R)-pyran derivative, and has the advantages that the operation is simple and convenient, the product yield is high, the stereoselectivity is high, a solvent does not need to be dewatered, the catalyst can be recycled and the like.

Description

technical field [0001] The invention belongs to the field of catalytic organic synthesis, and in particular relates to a novel chiral (R)-binaphthol titanium complex and its preparation method and application. Background technique [0002] Chiral organometallic Lewis acids have a wide range of applications in asymmetric organic synthesis, medicine and chemical industry. For example, in the field of medicine, the basic skeleton structure of the synthesis of chiral drugs, such as: pampidamide, diltrazine, fostrixine, alkaloid Isoborreverine V-1, etc., all involve chiral organometallic Lewis acid catalysts. At present, although many chiral organometallic complexes can efficiently catalyze the synthesis of organic active small molecules with high stereoselectivity, however, chiral transition metal complexes are used as catalysts, especially noble metal complexes as catalysts, such as: palladium, platinum , Iridium, rhodium and other complexes, due to their high cost, the reserv...

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Problems solved by technology

At present, there are no published documents and patent applications about the preparation method of chiral (R)-binaphthol perfluoroalkyltitanium complexes and the catalytic asymmetric Hetero-Diels-Alder reaction at home and abroad.

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