Issue 22, 1998
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Cycloadducts from highly functionalized nitrones and oximes as ligands in the enantioselective addition of diethylzinc to benzaldehyde

Subramanian Baskaran,   Hans Günter Aurich,   Frank Biesemeier  and  Klaus Harms  

Abstract

Highly diastereoselective intramolecular cycloaddition of nitrones 5–7 and 16, as well as oximes 11–13 that are easily accessible from diethyl (R,R)-tartrate, affords bicyclic compounds 8–10 and 17. The tetracyclic compound 14 is formed as the main product by an intramolecular domino reaction of dioxime 11. Some of the bicyclic compounds and the tetracyclic compound 14 are tested as chiral ligands in the enantioselective addition of diethylzinc to benzaldehyde. An ee of 93% was achieved in the presence of the best ligand.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/A806744I
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 3717-3724

Permissions

Request permissions

Cycloadducts from highly functionalized nitrones and oximes as ligands in the enantioselective addition of diethylzinc to benzaldehyde

S. Baskaran, H. Günter Aurich, F. Biesemeier and K. Harms, J. Chem. Soc., Perkin Trans. 1, 1998, 3717 DOI: 10.1039/A806744I

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