Issue 8, 2018

Efficient access to chiral benzo[c]chromenes via asymmetric transfer hydrogenation of ketals

Abstract

A highly enantioselective synthetic method to access chiral α-substituted 6H-benzo[c]chromenes through chiral imidodiphosphoric acid-catalyzed asymmetric transfer hydrogenation of the corresponding ketals has been established. The substituent patterns at the α-position proved to be unsusceptible to the asymmetric catalysis system, with diverse hybrid substituents including aryl and vinyl, alkynyl, and alkyl moieties that were well tolerated. In addition, the generality of the method was further demonstrated by application to 1H-isochromene-based ketals, offering chiral α-aryl and -alkyl 1H-isochromenes in excellent ee.

Graphical abstract: Efficient access to chiral benzo[c]chromenes via asymmetric transfer hydrogenation of ketals

Supplementary files

Article information

Article type
Research Article
Submitted
28 জানু. 2018
Accepted
26 ফেব্রু. 2018
First published
08 মার্চ 2018

Org. Chem. Front., 2018,5, 1280-1283

Efficient access to chiral benzo[c]chromenes via asymmetric transfer hydrogenation of ketals

Y. Li, M. Wan, S. Sun, Z. Fu, H. Huang and L. Liu, Org. Chem. Front., 2018, 5, 1280 DOI: 10.1039/C8QO00096D

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