Versatile route to 2,6-dideoxyamino sugars from non-sugar materials: Syntheses of vicenisamine and kedarosamine

Yoshitaka Matsushima; Takuya Nakayama; Shigehiro Tohyama; Tadashi Eguchi; Katsumi Kakinuma

doi:10.1039/B008878L

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Versatile route to 2,6-dideoxyamino sugars from non-sugar materials: Syntheses of vicenisamine and kedarosamine

Yoshitaka Matsushima,^a Takuya Nakayama,^a Shigehiro Tohyama,^b Tadashi Eguchi^b and Katsumi Kakinuma*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo, Japan

^b Department of Chemistry and Materials Science, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo, Japan

Abstract

A new strategy for the synthesis of 2,6-dideoxyamino sugars from non-sugar starting materials has been developed. The key reaction in this strategy is the acid-catalyzed intramolecular cyclization, by which a nitrogen functional group is introduced with simultaneous control of vicinal chiral centers. The synthesis of two kinds of 2,6-dideoxyamino sugars, D-vicenisamine and L-kedarosamine, by this strategy is described.

Download options Please wait...

Article information

DOI: https://doi.org/10.1039/B008878L
Article type: Paper
Submitted: 06 Nov 2000
Accepted: 24 Jan 2001
First published: 21 Feb 2001

Download Citation

J. Chem. Soc., Perkin Trans. 1, 2001, 569-577

Permissions

Request permissions

Versatile route to 2,6-dideoxyamino sugars from non-sugar materials: Syntheses of vicenisamine and kedarosamine

Y. Matsushima, T. Nakayama, S. Tohyama, T. Eguchi and K. Kakinuma, J. Chem. Soc., Perkin Trans. 1, 2001, 569 DOI: 10.1039/B008878L

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.

Fetching data from CrossRef.
This may take some time to load.

Journal of the Chemical Society, Perkin Transactions 1

Versatile route to 2,6-dideoxyamino sugars from non-sugar materials: Syntheses of vicenisamine and kedarosamine

Abstract

Article information

Download Citation

Permissions

Versatile route to 2,6-dideoxyamino sugars from non-sugar materials: Syntheses of vicenisamine and kedarosamine

Search articles by author

Spotlight

Advertisements