Issue 5, 2016

Direct construction of chiral quaternary dihydropyranones through highly enantioselective organocatalytic hetero-Diels–Alder reactions of olefinic azlactones

Abstract

The first organocatalytic hetero-Diels–Alder reaction of an in situ generated diene with either α-keto esters or β,γ-unsaturated α-keto esters was successfully developed. The densely functionalized dihydropyranones with a highly congested quaternary center were readily obtained in moderate to good yields with excellent enantioselectivities under mild conditions.

Graphical abstract: Direct construction of chiral quaternary dihydropyranones through highly enantioselective organocatalytic hetero-Diels–Alder reactions of olefinic azlactones

Supplementary files

Article information

Article type
Research Article
Submitted
14 Jan 2016
Accepted
03 Mar 2016
First published
03 Mar 2016

Org. Chem. Front., 2016,3, 598-602

Direct construction of chiral quaternary dihydropyranones through highly enantioselective organocatalytic hetero-Diels–Alder reactions of olefinic azlactones

T. Gao, D. Liu, J. Lin, X. Hu, Z. Wang and P. Xu, Org. Chem. Front., 2016, 3, 598 DOI: 10.1039/C6QO00018E

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