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Publikācija: ChemInform Abstract: Synthesis of Allyl Sulfoxides from Allylsilanes via Silyl Sulfinates

Publication Type Publication (anonimusly reviewed) in a journal with an international editorial board indexed in other databases
Funding for basic activity Unknown
Defending: ,
Publication language English (en)
Title in original language ChemInform Abstract: Synthesis of Allyl Sulfoxides from Allylsilanes via Silyl Sulfinates
Field of research 1. Natural sciences
Sub-field of research 1.4 Chemical sciences
Authors Agnese Stikute
Vilnis Peipiņš
Māris Turks
Keywords Sila-ene reaction; Sulfur dioxide; Silyl sulfinates; Trimethylsilyl 2-methylprop-2-ene-1-sulfinate; Sulfoxides; Grignard reagents
Abstract Allylsilanes underwent sila-ene reaction with sulfur dioxide in the presence of Lewis acid catalysts. The obtained Vogel’s silyl sulfinates were found to act as sulfinyl transfer agents in reactions with aryl, heteroaryl, alkyl, and allyl Grignard reagents proceeding with the expulsion of the trialkylsilyloxy group to give allyl sulfoxides in up to 83% yield. The nucleophilic attack of Grignard reagents was accelerated in toluene and in the presence of LiCl or ZnCl2 as Lewis acidic additives. The developed method allows the transformation of allylsilanes into allyl sulfoxides.
DOI: 10.1002/chin.201545105
Hyperlink: http://onlinelibrary.wiley.com/doi/10.1002/chin.201545105/abstract 
Reference Stikute, A., Peipiņš, V., Turks, M. ChemInform Abstract: Synthesis of Allyl Sulfoxides from Allylsilanes via Silyl Sulfinates. ChemInform, 2015, Vol.46, Iss.45, pp.1-2. ISSN 0931-7597. e-ISSN 1522-2667. Available from: doi:10.1002/chin.201545105
ID 21118