Issue 93, 2022

De novo asymmetric Achmatowicz approach to oligosaccharide natural products

Abstract

The development and application of the asymmetric synthesis of oligosaccharides from achiral starting materials is reviewed. This de novo asymmetric approach centers around the use of asymmetric catalysis for the synthesis of optically pure furan alcohols in conjunction with Achmatowicz oxidative rearrangement for the synthesis of various pyranones. In addition, the use of a diastereoselective palladium-catalyzed glycosylation and subsequent diastereoselective post-glycosylation transformation was used for the synthesis of oligosaccharides. The application of this approach to oligosaccharide synthesis is discussed.

Graphical abstract: De novo asymmetric Achmatowicz approach to oligosaccharide natural products

Article information

Article type
Feature Article
Submitted
26 Sept 2022
Accepted
28 Oct 2022
First published
28 Oct 2022

Chem. Commun., 2022,58, 12913-12926

Author version available

De novo asymmetric Achmatowicz approach to oligosaccharide natural products

S. Kim, J. Oiler, Y. Xing and G. A. O’Doherty, Chem. Commun., 2022, 58, 12913 DOI: 10.1039/D2CC05280F

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