Issue 15, 2009
From the journal:

Organic & Biomolecular Chemistry

Chirality at phosphorus in pentacoordinate spirophosphoranes: stereochemistry by X-ray structure and spectroscopic analysis†

Jian-Bo Hou,a   Hui Zhang,a   Jian-Nan Guo,a   Yan Liu,a   Peng-Xiang Xu,a   Yu-Fen Zhao*abc  and  G. Michael Blackburn*d  

* Corresponding authors

a Department of Chemistry, College of Chemistry and Chemical Engineering, and The Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen, P. R. China
E-mail: yfzhao@xmu.edu.cn
Fax: +86-592-2186292
Tel: +86-592-2185610

b Department of Pharmaceutical Science, Medical College, Xiamen University, Xiamen, P. R. China

c The Key Laboratory for Bioorganic Phosphorus Chemistry, Ministry of Education, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing, P. R. China

d Krebs Institute, Department of Molecular Biology & Biotechnology, Sheffield University, S10 2TN, UK
E-mail: g.m.blackburn@shef.ac.uk
Fax: +44 114 2222800
Tel: +44 114 2229462

Abstract

Two pairs of enantiomers of stable chiral pentacoordinate spirophosphoranes with two bonds from the amino and two bonds from the carboxyl groups of amino acids have been synthesized and analysed. The results show that differences in chirality at phosphorus are linked to distinct differences in physical properties.

Graphical abstract: Chirality at phosphorus in pentacoordinate spirophosphoranes: stereochemistry by X-ray structure and spectroscopic analysis

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Article information

DOI
https://doi.org/10.1039/B909786D
Article type
Communication
Submitted
19 May 2009
Accepted
18 Jun 2009
First published
25 Jun 2009

Org. Biomol. Chem., 2009,7, 3020-3023

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Chirality at phosphorus in pentacoordinate spirophosphoranes: stereochemistry by X-ray structure and spectroscopic analysis

J. Hou, H. Zhang, J. Guo, Y. Liu, P. Xu, Y. Zhao and G. M. Blackburn, Org. Biomol. Chem., 2009, 7, 3020 DOI: 10.1039/B909786D

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