Issue 8, 2021

Organocatalytic enantioselective [2 + 4]-annulation of γ-substituted allenoates with N-acyldiazenes for the synthesis of optically active 1,3,4-oxadiazines

Abstract

An enantioselective [2 + 4]-annulation of γ-substituted allenoates with N-acyldiazenes has been developed for the first time. In the presence of an L-proline-derived DMAP analogue, the annulation proceeded smoothly to afford a broad range of 1,3,4-oxadiazine derivatives in good to excellent yields with high stereoselectivities.

Graphical abstract: Organocatalytic enantioselective [2 + 4]-annulation of γ-substituted allenoates with N-acyldiazenes for the synthesis of optically active 1,3,4-oxadiazines

Supplementary files

Article information

Article type
Communication
Submitted
16 Dec 2020
Accepted
26 Jan 2021
First published
26 Jan 2021

Org. Biomol. Chem., 2021,19, 1727-1731

Organocatalytic enantioselective [2 + 4]-annulation of γ-substituted allenoates with N-acyldiazenes for the synthesis of optically active 1,3,4-oxadiazines

X. Guo, X. Chen, Y. Cheng, X. Chang, X. Li and P. Li, Org. Biomol. Chem., 2021, 19, 1727 DOI: 10.1039/D0OB02508A

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