Issue 4, 2003
From the journal:

Chemical Communications

A 2,3-butanedione protected chiral glycine equivalent—a new building block for the stereoselective synthesis of enantiopure N-protected α-amino acids

Darren J. Dixon,a   Christopher I. Harding,a   Steven V. Ley*a  and  D. Matthew G. Tilbrookb  

* Corresponding authors

a Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK
E-mail: svl1000@cam.ac.uk

b Department of Chemistry, University of Western Australia, Nedlands, Perth, Western Australia, Australia

Abstract

A new chiral glycine equivalent 7 has been synthesised from glycidol using a chiral memory protocol, and its use in the synthesis of N-Z protected α-amino acids was demonstrated in a series of diasteroselective lithium enolate alkylation reactions and subsequent acid hydrolyses.

Graphical abstract: A 2,3-butanedione protected chiral glycine equivalent—a new building block for the stereoselective synthesis of enantiopure N-protected α-amino acids

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Article information

DOI
https://doi.org/10.1039/B210673F
Article type
Communication
Submitted
30 Oct 2002
Accepted
22 Nov 2002
First published
20 Jan 2003

Chem. Commun., 2003, 468-469

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A 2,3-butanedione protected chiral glycine equivalent—a new building block for the stereoselective synthesis of enantiopure N-protected α-amino acids

D. J. Dixon, C. I. Harding, S. V. Ley and D. M. G. Tilbrook, Chem. Commun., 2003, 468 DOI: 10.1039/B210673F

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