ChemInform Abstract: Derivatives of α-Phosphorylated Aldehydes

Autor:	Fizuddin Guseynov, Adnan Aydin, V. M. Ismailov
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Addition reaction chemistry Thioacetal Ethyleneimine Hemiaminal Reactivity (chemistry) General Medicine Medicinal chemistry Enol Alkyl Silyl ether
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::90046ec5658e13b79f9b25e76e33b84d https://doi.org/10.1002/chin.199943163 Zobrazit plný text záznamu Plný text