Issue 12, 2002
From the journal:

Chemical Communications

Synthesis of amino acid derivatives via enantio- and diastereoselective Pd-catalyzed allylic substitutions with a non-stabilized enolate as nucleophile†

Thomas D. Weiß,a   Günter Helmchen*a  and  Uli Kazmaierb  

* Corresponding authors

a Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany
E-mail: en4@ix.urz.uni-heidelberg.de
Fax: +49 6221 4205
Tel: +49 6221 8401

b Institut für Organische Chemie, Universität des Saarlandes, Am Stadtwald, Geb. 33/2, 66123, Saarbrücken, Germany

Abstract

Diastereomer ratios of up to 95∶5 and enantiomeric excesses of up to 95% were achieved in Pd-catalyzed asymmetric allylic substitutions with zinc enolates of glycine esters as nucleophiles; a remarkable effect of the ligand on the diastereoselectivity of the substitution was found.

Graphical abstract: Synthesis of amino acid derivatives via enantio- and diastereoselective Pd-catalyzed allylic substitutions with a non-stabilized enolate as nucleophile

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B203791M
Article type
Communication
Submitted
18 Apr 2002
Accepted
01 May 2002
First published
15 May 2002

Chem. Commun., 2002, 1270-1271

Permissions

Request permissions

Synthesis of amino acid derivatives via enantio- and diastereoselective Pd-catalyzed allylic substitutions with a non-stabilized enolate as nucleophile

T. D. Weiß, G. Helmchen and U. Kazmaier, Chem. Commun., 2002, 1270 DOI: 10.1039/B203791M

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