63972-14-5Relevant articles and documents
Silylcupration of 1,3-dienes followed by an electrophilic trapping reaction
Liepins, Vilnis,Baeckvall, Jan-E
, p. 1861 - 1864 (2001)
(matrix presented) Silylcupration reaction of 1,3-dienes with a cyanocuprate reagent, PhMe2SiCuCNLi, followed by an electrophilic trapping has been reported for the first time. The use of allylic phosphates as electrophiles resulted in a highly
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.
Practical synthesis of allylic silanes from allylic esters and carbamates by stereoselective copper-catalyzed allylic substitution reactions
Oestreich, Martin,Auer, Gertrud
, p. 637 - 640 (2007/10/03)
The first copper-catalyzed allylic substitution reactions of allylic acetates and carbamates employing a bis(triorganosilyl)zinc reagent are reported. This novel procedure avoids the use of stoichiometric amounts of copper salts which are usually mandatory with this chemistry. Application of this methodology to standard model substrates substantiates a high diastereoselectivity for the double bond geometry (E:Z) as well as the relative configuration (syn:anti).