Work

A Brønsted acid catalyzed tandem reaction for the diastereoselective synthesis of cyclobuta-fused tetrahydroquinoline carboxylic esters

Year: 2021

Type: article

Abstract: A novel Brønsted acid catalyzed tandem reaction provides highly functionalized cyclobuta-fused tetrahydroquinoline carboxylic esters from anilines and 2-alkylenecyclobutanones in good to high yield. During the reaction a dynamic diastereoselective cyclization is achieved, resulting in the formation of three contiguous stereocenters with high stereoselectivity.

Source: Organic & Biomolecular Chemistry

DOI: 10.1039/d1ob01518d

Authors: Valentina Marras, Pierluigi Caboni, Francesco Secci, Régis Guillot, David J. Aitken, Angelo Frongia

Institutions: University of Cagliari, Centre National de la Recherche Scientifique, Université Paris-Saclay, Institut de Chimie Moléculaire et des Matériaux d'Orsay

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Fondazione Banco di Sardegna, Università degli Studi di Cagliari, Ministero dell’Istruzione, dell’Università e della Ricerca, Regione Autonoma della Sardegna

Award: G4334698306