84247-82-5Relevant articles and documents
The Synthesis of Alkenes from Carbonyl Compounds and Carbanions α to Silicon. Stereoselective Synthesis of 1-Trimethylsilylbuta-1,3-dienes
Chan, Tak-Hang,Li, Ji-Sheng
, p. 969 - 970 (1982)
Reactions of aldehydes with the 1,3-bis(trimethylsilyl)propenyl anion in the presence of magnesium bromide or trimethyl borate give stereoselectively the alcohols (2) which can be transformed stereospecifically to either (1E,3E)- or (1E,3Z)-1-trimethylsilylbuta-1,3-dienes.
Preparation of silyl-substituted dizinciomethanes and their reactions with electrophiles
Matsubara, Seijiro,Otake, Yasuyuki,Morikawa, Takuya,Utimoto, Kiitiro
, p. 1315 - 1316 (2007/10/03)
Silyl-substituted bis(bromozincio)methanes (RMe2Si-CH(ZnBr)2; R = Me, Ph, and p-MeO-C6H4), prepared from the corresponding dibromides by Pb catalyzed reaction with zinc, reacted stepwise with two different electrophiles, R1X and E+, yielding R1- CH(SiMe2R)-E.
SYNTHESIS OF χ,δ-UNSATURATED α-AMINO ACIDS FROM ALLYLSILANES AND GLYCIDYL CATION EQUIVALENTS
Mooiweer, Hendrik H.,Hiemstra, Henk,Speckamp, W. Nico
, p. 4627 - 4636 (2007/10/02)
The synthesis of a series of χ,δ-unsaturated N-protected α-amino acid methylesters from the coupling of different allylsilanes and glycidyl cation equivalents 6 and 7 is described.Reactions with methoxyglycine derivative 6 are induced with BF3*OEt2; in the case of chloroglycine derivative 7 SnCl4 is used as Lewis acid.Reactions are fully regioselective, but show low stereoselectivity.The conversion of the reaction products into unprotected α-amino acids is described for two cases.