193006-92-7Relevant academic research and scientific papers
Enantioselective Synthesis of Chiral 3-Substituted-3-silylpropionic Esters via Rhodium/Bisphosphine-Thiourea-Catalyzed Asymmetric Hydrogenation
Zhang, Zongpeng,Han, Zhengyu,Gu, Guoxian,Dong, Xiu-Qin,Zhang, Xumu
, p. 2585 - 2589 (2017/08/16)
We have successfully developed the asymmetric hydrogenation of β-silyl-α,β-unsaturated esters to prepare chiral 3-substituted-3-silylpropionic ester products catalyzed by rhodium/bisphosphine-thiourea (ZhaoPhos) with excellent results (up to 97% yield, >99% ee, 1500 TON). Moreover, our hydrogenation products can be efficiently converted to other important organic molecules, such as chiral ethyl (R)-3-hydroxy-3-phenylpropanoate or (R)-3-[dimethyl(phenyl)silyl]-3-phenylpropanoic acid. (Figure presented.).
Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: Efficient and general trans addition
Trost, Barry M.,Ball, Zachary T.
, p. 17644 - 17655 (2007/10/03)
The complex [Cp*Ru(MeCN)3]PF6 is shown to catalyze the hydrosilylation of a wide range of alkynes, Terminal alkynes afford access to α-vinylsilane products with good regioselectivity. Deuterium labeling studies indicate a clean trans
Synthetic stitching with silicon: Geminal alkylation-hydroxylation of alkynyl carbonyl compounds
Trost, Barry M.,Ball, Zachary T.
, p. 13942 - 13944 (2007/10/03)
A new strategy for the synthesis of β-carbonyl-substituted tertiary alcohols from α,β-alkynyl ketones and esters has been demonstrated. A silicon tether is used to internally deliver an alkyl group, which, combined with a C-Si to C-O transformation, can r
Highly stereoselective syntheses of alkenylsilanes and germanes utilizing cyclobutyl ketones
Fujiwara, Tooru,Sawabe, Koichi,Takeda, Takeshi
, p. 8349 - 8370 (2007/10/03)
(E)-Alkenylsilanes were synthesized with high stereoselectivity by the diastereoselective addition of the dimethylphenylsilyllithium to the trans-2-phenylthiocyclobutyl ketones and the Lewis acid-promoted promoted stereospecific ring opening reactions of the resulting cyclobutanemethanol derivatives. (E)-1,5-Disubstituted 1,5-dienylsilanes and germanes were also produced stereoselectively by the similar zinc salt-catalyzed ring opening reaction of α-dimethylphenylsilyl- or α-triethylgermyl-1-[2-(trimethylsilylmethyl)cyclobutane]methanol derivatives.
