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Oxidative coupling of tetraalkynyltin with aldehydes leading to alkynyl ketones

The reaction of tetraalkynyltin with aldehydes was studied for the first time. The reaction was shown to proceed as a tandem process of nucleophilic addition of tin acetylide to aldehyde followed by Oppenauer-type oxidation of produced tin alcoholates, and may be used as a convenient one-pot approac...

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Hauptverfasser: Aksenov, N. A., Аксенов, Н. А., Aksenova, I. V., Аксенова, И. В.
Format: Статья
Sprache:English
Veröffentlicht: Royal Society of Chemistry 2018
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Online Zugang:https://www.scopus.com/record/display.uri?eid=2-s2.0-85027030617&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=north+caucasus+federal+university&sid=1af4e03e943ebe5b20c0bfa6c2ca02b9&sot=afnl&sdt=sisr&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&ref=%28Oxidative+coupling+of+tetraalkynyltin+with+aldehydes+leading+to+alkynyl+ketones%29&relpos=1&citeCnt=3&searchTerm=
https://dspace.ncfu.ru/handle/20.500.12258/2974
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Zusammenfassung:The reaction of tetraalkynyltin with aldehydes was studied for the first time. The reaction was shown to proceed as a tandem process of nucleophilic addition of tin acetylide to aldehyde followed by Oppenauer-type oxidation of produced tin alcoholates, and may be used as a convenient one-pot approach to acetylenic ketones. The advantages and limitations of the proposed method are discussed