Issue 5, 2019

Enantioselective synthesis of 3-amino-hydrobenzofuran-2,5-diones via Cu(i)-catalyzed intramolecular conjugate addition of imino esters

Abstract

A highly enantioselective intramolecular conjugate addition of imino esters was presented. By employing cyclohexadienone-tethered imino esters, enantioenriched 3-amino-hydrobenzofuran-2,5-dione skeletons bearing three contiguous stereocenters were synthesized via the desymmetrization of prochiral cyclohexadienones. Notably, bicyclic cyclohexenones bearing up to three vicinal quaternary stereocenters could be constructed in a single step by this strategy.

Graphical abstract: Enantioselective synthesis of 3-amino-hydrobenzofuran-2,5-diones via Cu(i)-catalyzed intramolecular conjugate addition of imino esters

Supplementary files

Article information

Article type
Research Article
Submitted
11 dic. 2018
Accepted
12 ene. 2019
First published
17 ene. 2019

Org. Chem. Front., 2019,6, 579-583

Enantioselective synthesis of 3-amino-hydrobenzofuran-2,5-diones via Cu(I)-catalyzed intramolecular conjugate addition of imino esters

W. Yang, Z. Sun, J. Zhang, Z. Li and W. Deng, Org. Chem. Front., 2019, 6, 579 DOI: 10.1039/C8QO01335G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements