1,2-Bis-(trialkylsilyl)ethanes: Synthons for vicinal dications?

Autor:	Xiangyang Xuan, Daniel Hsu, Burchelle Blackman, Albert J. Fry, John M. Porter
Rok vydání:	1997
Předmět:	Trimethylsilyl Chemistry Anodic oxidation Organic Chemistry Synthon Biochemistry Solvent chemistry.chemical_compound Nucleophile Drug Discovery Organic chemistry Diphenylacetaldehyde Methanol Vicinal
Zdroj:	Tetrahedron Letters. 38:7147-7150
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(97)01770-x
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::4cc9e542cf9806b0e1ee0de983e4ca5b https://doi.org/10.1016/s0040-4039(97)01770-x Zobrazit plný text záznamu Full Text from ScienceDirect