Issue 19, 2019

Asymmetric domino 1,6-addition/annulation reaction of 3-cyano-4-alkenyl-2H-chromen-2-ones with isatin-derived MBH carbonates: enantioselective synthesis of 3,3′-cyclopentenylspirooxindoles bearing 2H-chromen-2-ones

Abstract

An asymmetric domino 1,6-addition/annulation reaction of 3-cyano-4-alkenyl-2H-chromen-2-ones with isatin-derived MBH carbonates was achieved. With this developed protocol, a series of 3,3′-cyclopentenylspirooxindoles bearing 2H-chromen-2-ones were obtained in moderate to excellent yields with good to excellent diastereo- and enantioselectivities (>20 : 1 dr, up to 97 : 3 er).

Graphical abstract: Asymmetric domino 1,6-addition/annulation reaction of 3-cyano-4-alkenyl-2H-chromen-2-ones with isatin-derived MBH carbonates: enantioselective synthesis of 3,3′-cyclopentenylspirooxindoles bearing 2H-chromen-2-ones

Supplementary files

Article information

Article type
Research Article
Submitted
14 जुलाई 2019
Accepted
12 अगस्त 2019
First published
14 अगस्त 2019

Org. Chem. Front., 2019,6, 3342-3347

Asymmetric domino 1,6-addition/annulation reaction of 3-cyano-4-alkenyl-2H-chromen-2-ones with isatin-derived MBH carbonates: enantioselective synthesis of 3,3′-cyclopentenylspirooxindoles bearing 2H-chromen-2-ones

Z. Wang, C. Lei, X. Zhang, Y. You, J. Zhao and W. Yuan, Org. Chem. Front., 2019, 6, 3342 DOI: 10.1039/C9QO00890J

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