113680-08-3Relevant academic research and scientific papers
Novel diastereoselective synthesis of (E)- and (Z)-allylsilanes via organoboranes
Bhat, Narayan G.,Lai, Wendy C.,Carroll, Matthew B.
, p. 4267 - 4269 (2007)
A simple, novel diastereoselective synthesis of both (E)- and (Z)-allylsilanes via organoboranes is developed. (E)-1-Alkenylboronate esters easily prepared from the corresponding terminal alkynes via hydroboration with dibromoborane-methyl sulfide complex
Stereoselective formation of (Z)-γ-substituted allylsilanes by the titanocene(II)-promoted reaction of thioacetals with trialkyl(allyl)silanes
Fujiwara, Tooru,Takamori, Mayumi,Takeda, Takeshi
, p. 51 - 52 (2007/10/03)
The reaction of organotitanium species prepared by the desulfurizative titanation of thioacetals with (C5H5)2Ti-[P(OEt)3]2 in the presence of trialkyl(allyl)silanes gives γ-substituted allylsilanes with Z stereoselectivity.
REGIO- AND STEREOSELECTIVE SYNTHESIS OF ALLYLTRIMETHYLSILANES VIA KRIEF-REICH ELIMINATION IN β-SELENO-γ-SILYL ALCOHOLS
Sarkar, Tarun K.,Ghosh, Sunil K.,Satapathi, Tushar K.
, p. 1885 - 1898 (2007/10/02)
The synthesis of (E)-allyltrimethylsilanes by regio- and stereocontrolled pathways is described based on the preference for Krief-Reich elimination over silicon-controlled rearrangement in β-seleno-γ-silyl alcohols, readily available from α-selenoaldehydes, 10 - 12.Usefulness of this protocol for the introduction of the allylsilane function α to the carbonyl group in cycloalkanones as well as for the preparation of unsymmetrically substituted allylsilanes is also reported.
SILICON-CONTROLLED REARRANGEMENT VERSUS KRIEF-REICH REACTION IN β-SELENO-γ-SILYL ALCOHOLS : A NEW STEREOSELECTIVE SYNTHESIS OF TERMINALLY-SUBSTITUTED ALLYLSILANES
Sarkar, Tarun K.,Ghosh, Sunil K.
, p. 2061 - 2064 (2007/10/02)
A new and efficient route to terminally-substituted (E)-allylsilanes is described based on the preference for Krief-Reich elimination in several β-seleno-γ-silyl alcohols, readily available by diastereoselective addition of various Grignard reagents or aldol reaction on 2-(phenylseleno)-3-(trimethylsilyl)propanal(9).
