Download PDF
Synthesis 1988; 1988(8): 569-586
DOI: 10.1055/s-1988-27644
review
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of Seven-Membered Heterocycles via Pericyclic Reactions and Cyclic Intermediates

K. Hassenrück* , H. D. Martin
  • *Institut für Organische Chemie und Makromolekulare Chemie, Universität Düsseldorf, Universitätsstr. 1, D-4000 Düsseldorf 1, Federal Republic of Germany
Further Information

Publication History

Publication Date:
20 August 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The synthesis of seven-membered heterocycles with up to three nitrogen, oxygen, and/or sulfur heteroatoms is described. Only monocyclic (non-annulated) rings have been considered. Pericyclic reactions play a role at one or more stages of the synthetic sequence. 1. Introduction 2. The 4 + 3 Combination 2.1. Diels-Alder Reactions 2.2. 1,3-Dipolar Cycloadditions 2.3. Miscellaneous 3. The 5 + 2 Combination 3.1. [2 + 2] Cycloadditions 3.2. [4 + 2] Cycloadditions 3.3. Miscellaneous 4. The 6 + 1 Combination 4.1. Reactions Involving the Bicyclo[2.2.0]hexene System 4.2. Insertion into Monocyclic Six-Membered Rings 4.3. Miscellaneous 5. The 7 ???? 7 Conversion 5.1. Rearrangements of Three-Membered Ring Systems 5.2. Ring Expansion via Intermediate Nitrenes and Azirines 5.3. Rearrangement of Ylides 5.4. Bicyclic Intermediates via Ionic Reactions 5.5. Ring Expansions via [1,2] Shifts 5.6. 1,7-Electrocyclization 6. Miscellaneous

      >