Asymmetic Michael Addition Recations Of 5H-Thiazol-4-Ones Catalyszed By Dipetide-based Br(?)nsted Bases

In recent years, organocatalysis has attracted great attention to chemists as the most important methodology in asymmetric synthesis for its enzyme mimic, metal-free, atomatically economic and low toxic characters. This paper introduces the dipeptide Br?nsted Base derivatives catalyzed asymmetric Michael reaction of 5H-thiazole-4-ones to N-phenyl maleic imides and 1, 4-naphthoquinones. The main contents include:1. Asymmertric michael recation of 5H-thiazol– 4-ones and N-phenymaleimideAn asymmetric Michael reaction of 5H-thiazol-4- ones to N- phenylmaleic imides was developed with excellent enantioselectivity(yield up to 96%, up to 99% ee and 20:1 dr). In view of different conditions, a dipeptide br?nsted base was designed and demonstrated as the most efficient catalyst. The enantioselective synthesis of thiol amide skeleton compounds has been accomplished from Michael adducts with satisfactory results.2.Asymmertric michael recation of 5H-thiazol–4-ones and Naphthalene-1,4-dione1,4- Naphthoquinone as Michael receptor has been widely used in the synthesis of some natural compounds, but 5H-thiazol-4-ones and 1, 4- naphthoquinone asymmetric Michael addition has never been reported. In order to extend the application range of the catalysis substrates of dipeptide Br?nsted Base, according to previous research, an asymmetric Michael reaction of 5H-thiazole-4-ones to 1, 4-naphthoquinones was developed with excellent enantioselectivity.