Article abstract of DOI:10.1080/10426509608037952

The reaction of spermine with aromatic aldehyde leads to an equilibrated system between the bis imine form 1′ and the hexahydropyrimidine form 1. In contrary the formaldehyde adduct of spermine exist only on the hexahydropyrimidine form 9. 1-1′ is readily hydrolyzed by HCl with regeneration of the aldehyde and spermine. The NaBH₄ reduction of 1-1′ leads to the dibenzyl spermine 8 and the phosphonate adducts 2 or 6 are obtained from 1-1′ and a hydrogen phosphonate. These last two reactions failed with 9. Inversely 9 and 1-1′ reacts equably well with tetramethyl chloro dioxaphospholane with formation of cyclic phosphinamidates 10 and 5. In the second case a kinetic intermediate 3 can be observed by ³¹P NMR.

Full text of DOI:10.1080/10426509608037952

This article was downloaded by: [Columbia University]
On: 11 November 2014, At: 10:41
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered
office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH, UK
Phosphorus, Sulfur, and Silicon and
the Related Elements
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/gpss20
SUR QUELQUES DÉRIVÉS PHOSPHORES
DE LA SPERMINE
Thëodorine Bailly a & Ramon Burgada a
a Laboratoire de Chimie des Organoéléments, CNRS (URA 473) ,
Université Pierre et Marie Curie , 4 Place Jussieu, 75252, Paris,
Cedex 05, France
Published online: 24 Sep 2006.
To cite this article: Thëodorine Bailly & Ramon Burgada (1996) SUR QUELQUES DÉRIVÉS
PHOSPHORES DE LA SPERMINE, Phosphorus, Sulfur, and Silicon and the Related Elements, 115:1,
39-42, DOI: 10.1080/10426509608037952
To link to this article: http://dx.doi.org/10.1080/10426509608037952
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the
“Content”) contained in the publications on our platform. However, Taylor & Francis,
our agents, and our licensors make no representations or warranties whatsoever as to
the accuracy, completeness, or suitability for any purpose of the Content. Any opinions
and views expressed in this publication are the opinions and views of the authors,
and are not the views of or endorsed by Taylor & Francis. The accuracy of the Content
should not be relied upon and should be independently verified with primary sources
of information. Taylor and Francis shall not be liable for any losses, actions, claims,
proceedings, demands, costs, expenses, damages, and other liabilities whatsoever
or howsoever caused arising directly or indirectly in connection with, in relation to or
arising out of the use of the Content.
This article may be used for research, teaching, and private study purposes. Any
substantial or systematic reproduction, redistribution, reselling, loan, sub-licensing,
systematic supply, or distribution in any form to anyone is expressly forbidden. Terms
& Conditions of access and use can be found at http://www.tandfonline.com/page/
terms-and-conditions