Issue 20, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Aldol-type condensation reactions of lithium eneselenolates generated from selenoamides with aldehydes

Toshiaki Murai,a   Akiko Suzukia  and  Shinzi Kato*a  

* Corresponding authors

a Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Japan

Abstract

Aldol-type condensation reactions of α-monosubstituted selenoamides with a variety of aldehydes are examined to furnish β-hydroxy selenoamides in good to high yields. The use of selenoamides derived from dibenzylamine exhibits high stereoselectivity. As for the reaction with aliphatic aldehydes selenoamides show better yields and selectivity compared with ordinary amides. Conversion of the resulting β-hydroxy selenoamides to 1,3-amino alcohols is also described.

Graphical abstract: Aldol-type condensation reactions of lithium eneselenolates generated from selenoamides with aldehydes

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B100198L
Article type
Paper
Submitted
02 Jan 2001
Accepted
17 Jul 2001
First published
19 Sep 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 2711-2716

Permissions

Request permissions

Aldol-type condensation reactions of lithium eneselenolates generated from selenoamides with aldehydes

T. Murai, A. Suzuki and S. Kato, J. Chem. Soc., Perkin Trans. 1, 2001, 2711 DOI: 10.1039/B100198L

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.

Spotlight

Advertisements