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

Authors :
Marras V
Caboni P
Secci F
Guillot R
Aitken DJ
Frongia A
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2021 Oct 27; Vol. 19 (41), pp. 8912-8916. Date of Electronic Publication: 2021 Oct 27.
Publication Year :
2021

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.

Details

Language :
English
ISSN :
1477-0539
Volume :
19
Issue :
41
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
34612296
Full Text :
https://doi.org/10.1039/d1ob01518d