ChemInform Abstract: 1,2-Bis-(trialkylsilyl)ethanes: Synthons for vicinal Dications?

Autor:	John M. Porter, Albert J. Fry, Xiangyang Xuan, Burchelle Blackman, Daniel Hsu
Rok vydání:	2010
Předmět:	Solvent chemistry.chemical_compound Nucleophile Trimethylsilyl chemistry Anodic oxidation Synthon Diphenylacetaldehyde General Medicine Methanol Medicinal chemistry Vicinal
Zdroj:	ChemInform. 29
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.199801101
Popis:	Anodic oxidation of 1,2- bis -(trimethylsilyl)-1,2-diphenylethane in methanol affords a 65:35 mixture of 1,2-dimethoxy-1,2-diphenylethane ( dl:meso = 10:1 and diphenylacetaldehyde dimethylacetal. The results can be interpreted in terms of a 1,2-diaryl-2-methoxyethyl cation, which can undergo either nucleophilic attack by solvent or rearrangement to a 2,2-diaryl-1-methoxyethyl cation. Experiments testing the generality of the reaction are described.
Databáze:	OpenAIRE
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