83972-44-5Relevant academic research and scientific papers
Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents
Vulovic, Bojan,Cinderella, Andrew P.,Watson, Donald A.
, p. 8113 - 8117 (2017)
Using a palladium catalyst supported by DrewPhos, the alkylation of monochlorosilanes with primary and secondary alkylmagnesium halides is now possible. Arylation with sterically demanding aromatic magnesium halides is also enabled. This transformation ov
METHOD FOR PREPARING SILAHYDROCARBONS
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Paragraph 248, (2018/04/17)
The present disclosure is directed to a process for preparing silahydrocarbons of formula (I), the process comprising the step of reacting a compound of formula (II), with a compound of formula (III), as well as to silahydrocarbons prepared by such a process, and to compositions and articles of manufacture comprising such silahydrocarbons.
Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction
Cinderella, Andrew P.,Vulovic, Bojan,Watson, Donald A.
supporting information, p. 7741 - 7744 (2017/06/21)
We report the first example of a silyl-Negishi reaction between secondary zinc organometallics and silicon electrophiles. This palladium-catalyzed process provides direct access to alkyl silanes. The delicate balance of steric and electronic parameters of the employed DrewPhos ligand is paramount to suppressing isomerization and promoting efficient and selective cross-coupling.
Cleavage of Carbon-Carbon Bonds with High Stereochemical Control. 6. Asymmetric Synthesis of Chiral C-Centered Organosilanes by Haller-Bauer Cleavage of Optically Active, Nonenolizable α-Silyl Phenyl Ketones
Gilday, John P.,Gallucci, Judith C.,Paquette, Leo A.
, p. 1399 - 1408 (2007/10/02)
Sequential alkylation and methylation of l-menthyl ester 10 provides diastereomeric mixtures in which 12 is slighthly enhanced over 13.Conversely, C-silation and alkylation of propionate ester 11 delivers 13 in excess.In either cause, a single chromatogra
Asymmetric Synthesis Catalyzed by Chiral Ferrocenylphosphine-Transition-Metal Complexes. 3. Preparation of Optically Active Allylsilanes by Palladium-Catalyzed Asymmetric Grignard Cross-Coupling
Hayashi, Tamio,Konishi, Mitsuo,Okamoto, Yasuo,Kabeta, Keiji,Kumada, Makoto
, p. 3772 - 3781 (2007/10/02)
Asymmetric cross-coupling of the - or -Grignard reagent with alkenyl bromides in the presence of a chiral ferrocenylphosphine-palladium complex, dichloroethylamine>palladium(II) (PdCl2), as a catalyst, gave optically active allylsilanes which contain an asymmetric carbon atom directly bonded to the silicon atom, e.g., (R)-3-phenyl-3-(trimethylsilyl)propene (3a) (95percent ee), (R,E)-1-phenyl-1-(trimethylsilyl)-2-butene (3b) (85percent ee), (R,Z)-3b (24percent ee), (R,E)-1,3-diphenyl-3- (trimethylsilyl)propene (3c) (95percent ee), (S,E)-1-phenyl-3-(trimethylsilyl)-1-butene (14c) (71percent ee), (S,Z)-14c (59percent ee), (S,E)-1-phenyl-3-(triethylsilyl)-1-butene (16c) (93percent ee), (S,E)-3-(triethylsilyl)-2-pentene (16b) (85percent ee), (S,E,E)-2-(dimethylphenylsilyl)-3,5-heptadiene (15d) (45percent ee), and 1-cyclopentene (21) (37percent ee).The configuration and enantiomeric purity of the allylsilanes were determined with the aid of stereoselective oxidative cleavage of the carbon-silicon bond in optically active alkylsilanes.
