Publication:
Derivatives of alpha-phosphorylated aldehydes

dc.contributor.authorsIsmailov, VM; Aydin, A; Guseynov, F
dc.date.accessioned2022-03-12T17:02:13Z
dc.date.accessioned2026-01-11T15:42:33Z
dc.date.available2022-03-12T17:02:13Z
dc.date.issued1999
dc.description.abstractConditions for the selective chlorination of a-phosphorylated aldehydes as a means of synthesising alpha-monochloro- and alpha,alpha-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 degrees C,alpha-ketophosphonate is obtained by the elimination of silane followed by the rearrangement of the oxirane intermediate. Alkylations of a-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, (C) 1999 Elsevier Science Ltd. All rights reserved.
dc.identifier.doi10.1016/S0040-4020(99)00429-9
dc.identifier.issn0040-4020
dc.identifier.urihttps://hdl.handle.net/11424/227455
dc.identifier.wosWOS:000081123500014
dc.language.isoeng
dc.publisherPERGAMON-ELSEVIER SCIENCE LTD
dc.relation.ispartofTETRAHEDRON
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectphosphonous aldehydes and derivatives
dc.subjectphosphorus heterocycles
dc.subjectalkylation
dc.titleDerivatives of alpha-phosphorylated aldehydes
dc.typearticle
dspace.entity.typePublication
oaire.citation.endPage8432
oaire.citation.issue28
oaire.citation.startPage8423
oaire.citation.titleTETRAHEDRON
oaire.citation.volume55

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