Issue 22, 2004
From the journal:

Chemical Communications

Controlling stereochemistry during oxidative coupling. Preparation of Rp or Sp phosphoramidates from one P-chiral precursor†

Johan Nilssona  and  Jacek Stawinski*ab  

* Corresponding authors

a Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91 Stockholm, Sweden
E-mail: js@organ.su.se

b Institute of Bioorganic Chemistry, Polish Academy of Sciences, Poznan, Poland

Abstract

Stereochemical outcome of oxidative coupling of H-phosphonate diesters with amines, promoted by iodine, can be controlled to obtain the corresponding phosphoramidate diesters with inversion or with retention of configuration at the phosphorus centre.

Graphical abstract: Controlling stereochemistry during oxidative coupling. Preparation of Rp or Sp phosphoramidates from one P-chiral precursor

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Article information

DOI
https://doi.org/10.1039/B411451E
Article type
Communication
Submitted
18 Jul 2004
Accepted
24 Aug 2004
First published
29 Sep 2004

Chem. Commun., 2004, 2566-2567

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Controlling stereochemistry during oxidative coupling. Preparation of Rp or Sp phosphoramidates from one P-chiral precursor

J. Nilsson and J. Stawinski, Chem. Commun., 2004, 2566 DOI: 10.1039/B411451E

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