Method for synthesizing aldehyde substituted small ring amines compounds with high enantioselectivity and 3-substituted lactams compounds with optical activity

Abstract

The invention provides a method of a racemoid aldehyde group-ubstituted small cyclic amine compound, a high efficiency high enantio-selectivity synthesized chiral aldehyde group-substituted small cyclic amine compound and the synthesis of 3-substituted lactam compound with certain optical activity. Compared with the existing method, the method has wide adaptive substrate, and the catalyst is easily acquired, the reaction condition is mild, the operation is simple and convenient and the reaction efficiency is high. No adding of any metal salt compound is required, thus facilitating the production and the processing of the medicine.

Description

technical field [0001] The invention relates to a kind of kinetic resolution of racemic aldehyde group substituted small ring amine compounds, high enantioselectivity synthesis of aldehyde group substituted small ring amine compounds and certain optically active 3-position substituted lactam compounds Methods. The method is a chiral nitrogen heterocyclic carbene generated on-site by the action of the precursor salt of the chiral nitrogen heterocyclic carbene and a base to catalyze the ring expansion reaction of the small ring amine compound substituted by the aldehyde group. Carbenes catalyze the ring expansion reaction of racemic aldehyde group-substituted small ring amine compounds, track the reaction by means of NMR, control the conversion rate of the reaction substrate, and realize the dynamic resolution of the racemic substrate, high enantiometry Selective synthesis of aldehyde group substituted small ring amine compounds and certain optically active 3-position substitut...

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Problems solved by technology

[0003] At present, there are not many reports on the synthesis of aldehyde-substituted small ring amines with high enantioselectivity in the literature. It is prepared by the addition reaction between them, the reaction conditions are relatively harsh, it is difficult to control, and it is difficult to operate

Although there are many reports on the synthesis of lactam compounds substituted at the 3-position, most of them have shortcomings such as metals participating in the reaction or the reaction conditions are harsh, and the reaction time is very long. The high enantioselective synthesis of aldehyde-substituted small ring amines and 3-substituted lactams is the focus and difficulty in this regard

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