193006-90-5Relevant articles and documents
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.).
A conjugate reduction pathway to chiral silanes using CuH
Lipshutz, Bruce H.,Lee, Ching-Tien,Taft, Benjamin R.
, p. 3257 - 3260 (2008/09/19)
Experimental details concerning asymmetric 1,4-reduction of β-silylated-β,β-disubstituted enoates catalyzed by CuH are described. High yields and enantiomeric excesses are to be expected when Solvias' JOSIPHOS bis-phosphine PPF-P(t-Bu)2 is used as a non-racemic ligand. Georg Thieme Verlag Stuttgart.
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.
