One-pot Synthesis of Densely Functionalized Cyclic β-aminoesters Containing Four Stereocenters, Based on a Et3N-promoted Pseudo Five-component Reaction

Overview

Journal Mol Divers

Date 2014 Sep 26

PMID 25252998

Citations 1

Authors

Juan Yao

Lanxiang Zhou

Chen Tan

Cunde Wang

Affiliations

Soon will be listed here.

Abstract

An effective and practical method has been developed for the diversity-oriented synthesis of fully substituted cyclohexene β-aminoester via a pseudo five-component reaction between nitromethane, aromatic aldehydes, and substituted cyanoacetate for the generation of a wide range of structurally relevant and highly functionalized compounds. The attractive range and features of the method, which enables the facile preparation of highly substituted cyclohexenes, are its simple and straightforward procedure, mild reaction conditions, and ideal yields. The mechanism involves a double Michael addition reaction followed by intramolecular ring closure. The fully substituted cyclohexene β-aminoesters with potential bioactivities could be of impact in medical chemistry.

Citing Articles

Recent Developments on Five-Component Reactions.

Ma X, Zhi S, Zhang W Molecules. 2021; 26(7).

PMID: 33915870 PMC: 8037922. DOI: 10.3390/molecules26071986.

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