Trialkylsilyl Triflates-Practical Diastereoselective Catalysts in Conjugate Addition Reaction of Silyl Ketene Acetals and alfa, beta-Unsaturated Ketones

Michalak, K.; Wicha, J.

Artykuł - szczegóły

Tytuł artykułu

Trialkylsilyl Triflates-Practical Diastereoselective Catalysts in Conjugate Addition Reaction of Silyl Ketene Acetals and alfa, beta-Unsaturated Ketones

Autorzy

Michalak K. , Wicha J.

Identyfikatory

Warianty tytułu

Języki publikacji

Abstrakty

Catalytic effect of trimethylsilyl triflate (TMSOTf) or tert-butyldimethylsilyl triflate (TBSOTf) in conjugate addition reaction of the respective trialkylsilyl derivatives of thioester enolates (silyl ketene acetals) 2a-2e and _,_-unsaturated ketones 1a-1c has been studied. It was shown that silyl triflates are efficient catalysts with stereochemical profile similar to that of trityl hexachloroantimonate. The use of silyl triflates is particularly advantageous in tandem reactions involving conjugate addition as the first step.

Słowa kluczowe

enones silyl enol ethers Mukaiyama-Michael reaction trialkylsilyl triflates

Wydawca

Polskie Towarzystwo Chemiczne

Czasopismo

Polish Journal of Chemistry

Rocznik

2004

Tom

Vol. 78 / nr 2

Strony

205--215

Opis fizyczny

Bibliogr. 57 poz., rys.

Twórcy

autor

Michalak K.

Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warsaw, Poland Fax: +48 22 6326681

autor

Wicha J.

jwicha@icho.edu.pl

Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warsaw, Poland Fax: +48 22 6326681

Bibliografia

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Typ dokumentu

Bibliografia

Identyfikator YADDA

bwmeta1.element.baztech-article-BUJ1-0023-0161