140402-24-0Relevant academic research and scientific papers
Palladium-catalyzed allylic C-OH functionalization for efficient synthesis of functionalized allylsilanes
Selander, Nicklas,Paasch, Jennifer R.,Szabo, Kalman J.
supporting information; experimental part, p. 409 - 411 (2011/04/15)
A new method is described for palladium-catalyzed allylic silylation using allylic alcohols and disilanes as precursors. The reactions proceed smoothly under mild and neutral conditions, and this method is suitable for synthesis of regioand stereodefined allylsilanes. The presented silylation reaction can be easily extended to include synthesis of allylboronates by change of the dimetallic reagent. The presented synthetic procedure offers a broad platform for the selective synthesis of functionalized allyl metal reagents, which are useful precursors in advanced organic chemistry and natural product synthesis.
Reaction of triorgano(triorganogermyl)silanes with alkaly-metal allyl alcoholates
Kabaki,Inoue,Sato
, p. 459 - 466 (2007/10/02)
Reaction of the lithium alcoholates of 1-vinylcyclohexanol (2a) (±)-linalool (2b), and 1-octen-3-ol (2c) with (dimethylphenylgermyl)trimethylsilane (3a) gave selective the corresponding allyldimethylphenylgermane derivatives (5a,c,e). Similar treatment with dimethylphenyl(trimethylgermyl)silane (3b) gave mixtures of the allyltrimethylgermanes (5b,d,f) and allyldimethylphenylsilanes (7b,d,f), whereas use of the potassium alcoholates afforded selectively 5b,d,f.
