ChemInform Abstract: Derivatives of α-Phosphorylated Aldehydes
Autor: | Fizuddin Guseynov, Adnan Aydin, V. M. Ismailov |
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Rok vydání: | 2010 |
Předmět: | |
Zdroj: | ChemInform. 30 |
ISSN: | 1522-2667 0931-7597 |
Popis: | Conditions for the selective chlorination of α-phosphorylated aldehydes as a means of synthesising α-monochloro- and α,α-dichlorosubstituted derivatives are described. Dichloro derivatives show high reactivity and easily add thiols, amides and ethyleneimine to give stable hemi-thioacetals, hemiamidals and hemiaminal. From the silyl ether of hemiisopropyl thioacetal above 140°C, an α-ketophosphonate is obtained by the elimination of silane followed by the rearrangement of the oxirane intermediate. Alkylations of α-phosphorylated aldehydes with alkyl bromides gave enol ethers. However, dihalogenoalkanes such as 1,2-dibromoethane or 1,3-dibromopropane yielded phosphatecyclanes along with enol ethers, all in trans configuration. |
Databáze: | OpenAIRE |
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