72726-45-5Relevant academic research and scientific papers
Selective synthesis of halosilanes from hydrosilanes and utilization for organic synthesis
Kunai, Atsutaka,Ohshita, Joji
, p. 3 - 15 (2007/10/03)
Selective synthesis of halosilanes has been examined. Various types of halosilanes and halohydrosilanes, such as R3SiX, R2SiHX, R2SiX2, RSiH2X, RSiHX2 (X=Cl, Br, F), were obtained by the reactions of the corresponding hydrosilanes with Cu(II)-based reagents selectively in high yields. This method could be also applied to the synthesis of chlorofluorosilanes and chlorohydrogermanes. On the other hand, iodo- and bromosilanes and germanes were obtained by Pd- or Ni-catalyzed hydride-halogen exchange reactions of hydrosilanes with alkyl or allyl halides. Their synthetic applications have been demonstrated by using iodo- and bromosilanes and chlorofluorosilanes.
Ester-Directed Alkene Functionalization. A Potential Approach to Trichothecene Synthesis
Pearson, Anthony J.,Hsu, Shih-Ying
, p. 2505 - 2511 (2007/10/02)
Construction of potential key intermediate 3b for trichothecene synthesis is explored, on the basis of an ester-assisted alkene functionalization, which leads to a short synthesis of lactone 3a.Evaluation of the directing effect of ester functionality on epoxidation of a neighboring double bond was carried out by using a number of cyclohexene and cycloheptene derivatives.
Silyl Halides from (Phenylseleno)silanes. Reaction with Oxiranes and Alcohols To Give Hydrolytically Stable Silyl Ethers.
Detty, Michael R.,Seidler, Mark D.
, p. 1283 - 1292 (2007/10/02)
The preparation of (phenylseleno)silanes and their reactions with halogens (Cl2, Br2, I2) to give silyl halides and diphenyl diselenide are described.Highly hindered tert-butyldimethyl and tert-butyl diphenylsilyl halides were easily prepared.The reaction of silyl bromides and iodides with oxiranes followed by diazabicyclononane treatment gave allylic alcohol silyl ethers.Tertiary alcohols reacted rapidly with silyliodides to give hydrolytically stable silyl ethers.Treatment of the silyl ethers with tetra-n-butylammonium fluoride gave the free alcohols withoutrearrangement or isomerization.
Electrophilic Conversion of Oxiranes to Allylic Alcohols with tert-Butyldimethylsilyl Iodide
Detty, Michael R.
, p. 924 - 926 (2007/10/02)
tert-Butyldimethylsilyl iodide (I) is prepared from the reaction of iodine with (phenylseleno)-tert-butyldimethylsilane in acetonitrile.The reaction of oxiranes with 1 followed by treatment with 1,5-diazabicyclonon-5-ene gives accetable yields of allylic alcohols isolated as their tert-butyldimethylsilyl ethers.Ring opening involves cleavage of the bond to the more highly substituted carbon.
