Chapter 12. Epoxides and Aziridines in Click Chemistry

  1. Andrei K. Yudin
  1. Valery V. Fokin1,
  2. Peng Wu2

Published Online: 15 MAY 2006

DOI: 10.1002/3527607862.ch12

Aziridines and Epoxides in Organic Synthesis

Aziridines and Epoxides in Organic Synthesis

How to Cite

Fokin, V. V. and Wu, P. (2006) Epoxides and Aziridines in Click Chemistry, in Aziridines and Epoxides in Organic Synthesis (ed A. K. Yudin), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527607862.ch12

Editor Information

  1. Chemistry Department, University of Toronto, 80 St. George Street, Toronto, ON M5S 3H6, Canada

Author Information

  1. 1

    Department of Chemistry, The Scripps Research Institute, BCC-315, 10550 N. Torrey Pines Rd., La Jolla CA 92 037, USA

  2. 2

    Department of Chemistry, University of California at Berkeley, Hildebrand Hall #1460, Berkeley, CA 94720, USA

Publication History

  1. Published Online: 15 MAY 2006
  2. Published Print: 9 JAN 2006

ISBN Information

Print ISBN: 9783527312139

Online ISBN: 9783527607860

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Keywords:

  • aziridines;
  • epoxides;
  • organic synthesis;
  • epoxides in click chemistry;
  • aziridines in click chemistry;
  • aziridinium ions in click chemistry

Summary

This chapter contains sections titled:

  • Introduction

  • Epoxides in Click Chemistry

    • Synthesis of Epoxides

    • Nucleophilic Opening of Epoxides

  • Aziridines in Click Chemistry

    • Synthesis of Aziridines

      • Bromine-catalyzed Aziridination of Olefins with Chloramines

      • Aminohydroxylation followed by Cyclodehydration

    • Nucleophilic Opening of Aziridines

  • Aziridinium Ions in Click Chemistry

    • Generation of Aziridinium Ions

    • Nucleophilic Opening of Aziridinium Ions

      • Synthesis of Diamino Esters and β-Lactams

      • Synthesis of Pyrazolo[1,2-α]pyrazoles

  • References