Download PDF
Synlett 1990; 1990(6): 301-308
DOI: 10.1055/s-1990-34717
account
© 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.

Anodic Oxidation for the Syntheses of o- and p-Tropoquinone Mono- and Bisacetals

Akira Mori* , Hitoshi Takeshita
  • *Institute of Advanced Material Study, 86, Kyushu University, Kasuga-koen, Kasuga, Fukuoka 816, Japan
Further Information

Publication History

Publication Date:
08 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The preparation of o- and p-tropoquinone acetals by means of anodic oxidation is described, together with metal salt oxidations. The reactivities of acetals to Grignard reagents and photochemical and thermal reactions were investigated as well as the electrochemical reactions. Conformational changes of 4,4,5,5-tetramethoxy-2,6-cycloheptadien-1-ones and 6,6,7,7-tetramethoxy-2,4-cycloheptadien-1-one have been studied. 1. Introduction 2. Tropoquinone Acetals 2.1. Preparation 2.2. Mechanism of the Anodic Oxidation 3. Reactions of Tropoquinone Acetals 3.1. Alkylation 3.2. Thiele-Type Addition Reaction 3.3. Photochemistry 3.4. Thermal Cycloaddition Reaction 4. Properties of Tropoquinone Acetals 4.1. Cyclic Voltammetry 4.2. Conformational Changes of Bisacetals 5. Conclusion

      >