Next Article in Journal
Synthesis of 2-(5-Nitropyrid-2-yl)-3-(4-substitutedphenyl)aminoisoxazol-5(2H)-ones and Their Rearrangements to Imidazo[1,2-a]- pyridines and Indoles with Triethylamine
Previous Article in Journal
Determination of Aldehyde Dehydrogenase (ALDH) Isozymes in Human Cancer Samples - Comparison of Kinetic and Immunochemical Assays
Article Menu

Export Article

Open AccessArticle
Molecules 2002, 7(12), 902-906; doi:10.3390/71200902

Short and Efficient Synthesis of Optically Active N-Tosyl Aziridines from 2-Amino Alcohols

Departamento de Química Fundamental, Universidade Federal de Pernambuco, 50607-901 Recife – PE, Brazil
*
Author to whom correspondence should be addressed.
Received: 3 November 2002 / Revised: 2 December 2002 / Accepted: 2 December 2002 / Published: 31 December 2002
View Full-Text   |   Download PDF [20 KB, uploaded 18 June 2014]   |  

Abstract

Two alternative and complementary one-pot procedures for the direct transformation of 2-amino alcohols to N-tosyl aziridines are presented. The unsubstituted parent compound and its less hindered homologues can be obtained in high yields by tosylation and in situ cyclisation effected by potassium hydroxide in water/dichloromethane. Higher substituted amino alcohols give better yields using potassium carbonate in acetonitrile. Both procedures use simple inorganic bases and produce only inorganic salts as byproducts.
Keywords: Amino alcohols; bis-tosylation; inorganic bases; 1; 3-elimination; aqueous solvent Amino alcohols; bis-tosylation; inorganic bases; 1; 3-elimination; aqueous solvent
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Bieber, L.W.; De Araújo, M.C.F. Short and Efficient Synthesis of Optically Active N-Tosyl Aziridines from 2-Amino Alcohols. Molecules 2002, 7, 902-906.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top