113685-54-4Relevant academic research and scientific papers
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 (1987)
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).
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.
