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Intramolecular Diels-Alder and Alder Ene Reactions

  • Book
  • © 1984

Overview

Authors:
  1. Douglass F. Taber

    1. Department of Chemistry, University of Delaware, Newark, USA

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Part of the book series: Reactivity and Structure: Concepts in Organic Chemistry (REACTIVITY, volume 18)

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Table of contents (3 chapters)

  1. Front Matter

    Pages I-VIII
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  2. The Intramolecular Diels-Alder Reaction: Variations and Scope

    • Douglass F. Taber
    Pages 1-34

  3. The Intramolecular Diels-Alder Reaction: Reactivity and Stereocontrol

    • Douglass F. Taber
    Pages 35-60

  4. The Intramolecular Alder Ene Reaction

    • Douglass F. Taber
    Pages 61-94

  5. Back Matter

    Pages 95-100
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Keywords

About this book

The Diels-Alder reaction has long been a powerful tool in organic synthesis. In recent years, the Alder ene reaction has also achieved some prominence. From the beginning, it was apparent that the intramolecular variants of these reactions would be feasible. Many such have been reported, but the results are widely scattered in the chemical literature. This volume is an attempt to synthesize results observed to date, and to suggest directions for future development. One of the limiting factors in the application of the intramolecular Diels­ Alder reaction has been the development of methods for the preparation of the requisite trienes. The fIrst chapter of this volume summarizes methods for the preparation of dienes and dienophiles. Examples representative of every general approach to 1,3-dienes and to dienophilic functional group combinations have been included. There are two questions one might ask in considering the prospective cyclization of a given triene: what are the factors that govern the rate of cyclization? and, for cyclizations that lead to the creation of one or more new chiral centers, what are the factors that govern diastereoselectivity? These questions are addressed in Chapter Two. The third chapter is devoted to the all-carbon intramolecular Alder ene reaction. The tables in that chapter summarize all examples that could be found in the literature through 1981, with several additional examples from 1982. Leading references to heterocyclic ene reactions are also included in this chapter.

Authors and Affiliations

  • Department of Chemistry, University of Delaware, Newark, USA

    Douglass F. Taber

Bibliographic Information

  • Book Title: Intramolecular Diels-Alder and Alder Ene Reactions

  • Authors: Douglass F. Taber

  • Series Title: Reactivity and Structure: Concepts in Organic Chemistry

  • DOI: https://doi.org/10.1007/978-3-642-69233-8

  • Publisher: Springer Berlin, Heidelberg

  • eBook Packages: Springer Book Archive

  • Copyright Information: Springer-Verlag Berlin Heidelberg 1984

  • Hardcover ISBN: 978-3-540-12602-7Due: 01 March 1984

  • Softcover ISBN: 978-3-642-69235-2Published: 06 December 2011

  • eBook ISBN: 978-3-642-69233-8Published: 06 December 2012

  • Series ISSN: 0341-2377

  • Edition Number: 1

  • Number of Pages: VIII, 97

  • Topics: Organic Chemistry

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