Stereoselective Synthesis of Highly Enantioenriched (E)??Allylsilanes by Palladium??Catalyzed Intramolecular Bis??Silylation: 1, 3??Chirality Transfer and …

M Suginome, T Iwanami, Y Ohmori…

Index: Suginome, Michinori; Iwanami, Taisuke; Ohmori, Yutaka; Matsumoto, Akira; Ito, Yoshihiko Chemistry - A European Journal, 2005 , vol. 11, # 10 p. 2954 - 2965

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Citation Number: 34

Abstract

Abstract Highly enantioenriched (E)-allylsilanes have been synthesized from optically active allylic alcohols on the basis of Pd-catalyzed intramolecular bis-silylation followed by highly stereospecific Si [BOND] O elimination reactions. The method involves three steps: 1) O- disilanylation of the allylic alcohols with chlorodisilanes, 2) intramolecular bis-silylation in the presence of a 1, 1, 3, 3-tetramethylbutyl isocyanide/[Pd (acac) 2](acac= ...

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