Darstellung und Reaktionen von 2-Alkoxy-1,3-bis-(trimethylsilyloxy)-2 H-isoindolen/ Preparation and Reactions of 2-Alkoxy-1,3-bis-(trimethylsilyloxy)-2H-isoindoles
Open Access
- 1 August 1987
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 42 (8) , 1027-1031
- https://doi.org/10.1515/znb-1987-0817
Abstract
The electrochemical reductive silylation of N-alkoxyphthalimides leads to 2-alkoxy-1,3-bis- (trimethylsilyloxy)-isoindoles, which can be trapped by cycloaddition reactions with dienophiles like methyl acrylate and dimethyl acetylenic dicarboxylate. The unstable primary cycloadducts form naphthoquinones and dihydronaphthoquinones as monoxime derivatives. All oximes form syn and anti isomers.Keywords
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