Amino-s-triazines — Synthesis and stereochemistry of restricted rotational phenomena — First use of a C-2-substituted serinol in tandem with masked 4-piperidone for selective amination of cyanuric chloride-Reference-Cited by-同舟云学术

Amino-s-triazines — Synthesis and stereochemistry of restricted rotational phenomena — First use of a C-2-substituted serinol in tandem with masked 4-piperidone for selective amination of cyanuric chloride

Published:2011-10 Issue:10 Volume:89 Page:1207-1221
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Popa Flavia¹²,Lameiras Pedro³,Henon Eric³,Moldovan Oana¹²,Martinez Agathe³,Bâtiu Carmen¹,Ramondenc Yvan²,Darabantu Mircea¹

Affiliation:

1. “Babes-Bolyai” University, Department of Organic Chemistry, 11 Arany Jànos st, 400 028 Cluj-Napoca, Romania.

2. University and INSA of Rouen, IRCOF–LCOFH, UMR 6014 CNRS COBRA, 76821 Mont Saint-Aignan CEDEX, France.

3. University of Reims Champagne-Ardenne, ICMR–LIS, UMR 6229, BP 1039, 51687 Reims, France.

Abstract

Starting from 4-piperidone monohydrate hydrochloride (or the hydrochloride of its ethylene ketal) alone, otherwise in tandem with a C-2-substituted 2-aminopropane-1,3-diol (“serinol”) as amino-nucleophiles in reaction with cyanuric chloride, the synthesis of novel N-substituted amino-s-triazines is reported. The stereochemistry of rotational phenomena occurring about the newly created C(s-triazine)–N< (exocyclic) partial double bonds in the title compounds, seen as new dendritic building blocks, is discussed.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/v11-075

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