18292-39-2Relevant academic research and scientific papers
THE ASYMMETRIC HYDROBORATION OF SIMPLE ALKENYLSILANES: CHIRAL α-SILYLALKYL-BORANES AND ALCOHOLS
Soderquist, John A.,Lee, Shwn-Ji Hwang
, p. 4033 - 4042 (2007/10/02)
The detailed study of the asymmetric hydroboration of various vinylsilanes with monoisopinocampheylborane (IPCBH2) is presented.In all cases, β substitution on the vinylsilane gives monomeric dialkylborane adducts with the boryl group α to the silicon.These studies shown that the larger the groups on silicon are, the more positive the influence on the enatioselectivity of the process.Moderate asymmetric induction (24-40percent) is observed only for vinyl silanes wich contain a substituent trans to the silicon.A model for the asymmetric hydroboration of alkenes with this reagent is proposed.The complete charactarization of the borane intermediates was achieved employing NMR (11B, 13C, 1H, 29Si).
Observations on Various Silyl-Cuprate Reagents
Fleming, Ian,Newton, Trevor W.
, p. 1805 - 1808 (2007/10/02)
The mixed silyl-cuprate reagent (6), made from 1 equiv. of methyl-lithium, 1 equiv. of phenyldimethylsilyl-lithium, and 1 equiv. of copper(I) cyanide, reacts with 3-methylcyclohexenone (7), with methyl cinnamate (9), with 1-vinylcyclohexyl acetate (11), a
