14. Spiroannulated Cyclopropanes

  1. Zvi Rappoport Professor
  1. Kirill A. Lukin1 and
  2. Nikolai S. Zefirov2

Published Online: 6 JUL 2004

DOI: 10.1002/0470023481.ch15

Cyclopropyl Group, Volume 2

Cyclopropyl Group, Volume 2

How to Cite

Lukin, K. A. and Zefirov, N. S. (1995) Spiroannulated Cyclopropanes, in Cyclopropyl Group, Volume 2 (ed Z. Rappoport), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470023481.ch15

Editor Information

  1. The Hebrew University, Jerusalem, Israel

Author Information

  1. 1

    Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA Fax:(+1)312-702-0805

  2. 2

    Department of Chemistry, Moscow State University, Moscow, Russia Fax:7-095-939-02-90

Publication History

  1. Published Online: 6 JUL 2004
  2. Published Print: 15 DEC 1995

Book Series:

  1. PATAI'S Chemistry of Functional Groups

Book Series Editors:

  1. Saul Patai and
  2. Zvi Rappoport

ISBN Information

Print ISBN: 9780471940746

Online ISBN: 9780470023488

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Summary

This chapter contains sections titled:

  • Introduction

  • Nomenclature of Spiroannulated Cyclopropanes

  • Strain in Spiroannulated Cyclopropanes

  • Synthesis of Spiroannulated Cyclopropanes

    • Reductive Dehalogenation of gem-(Dihalomethyl)Cycloalkanes

    • Cyclopropanation

    • Cyclization of gem-disubstituted Cyclopropanes

    • Alkylation of Compounds Having Acidic CH2 Groups with 1,2-dibromoethane

    • Synthesis of SPC via Cycloaddition Reactions

    • Miscellaneous Reactions

  • Nonactivated Spiroannulated Cyclopropanes and Some of Their Useful Applications

  • Conjugation between Cyclopropyl Fragments and Its Influence on Chemical Properties of Spiroannulated Cyclopropanes

  • The Rotanes

    • [3]Rotane

    • [4]Rotane

    • [5]Rotane

    • [6]Rotane

  • Oligomers of Spiroannulated Cyclopropanes: The Triangulanes

    • Synthesis of Triangulanes

    • Geometry of Triangulanes

    • Spectroscopic Identification of Triangulanes

    • Chemistry of Triangulanes

      • Thermal Stability

      • Ring Opening in Triangulanes

      • Stereospecific Functionalization of Triangulanes

  • Concluding Remarks

  • References