1126532-65-7

Upstream product

• 851542-50-2 (SiR)-1-tert-butyl-1,2,3,4-tetrahydro-1-silanaphthalene 
• 66948-16-1 rac-2-(isoquinolin-1-yl)-1-phenylethan-2-ol 
• 1227475-37-7 bis(3,5-dimethylphenyl)(methyl)silane 
• 919513-39-6 (SiS)-1-tert-butyl-1,2,3,4-tetrahydro-1-silanaphthalene 

Relevant academic research and scientific papers

Catalytic asymmetric Si-O coupling of simple achiral silanes and chiral donor-functionalized alcohols

"Chemical Equation Presented" Biomimetic and efficient: Mixed calcium manganese(III) oxides (see structure; Ca green, Mn red, O white) with elemental compositions and structures mimicking the active site of photosystem II were found to be highly active catalysts for the oxidation of water to molecular oxygen. As for PSII, the presence of Ca2+ greatly enhances the catalyst performance in comparison to the related manganeseonly system Mn2O3.

Stereoselective alcohol silylation by dehydrogenative Si-O coupling: Scope, limitations, and mechanism of the Cu-H-catalyzed non-enzymatic kinetic resolution with silicon-stereogenic silanes

Ligand-stabilized copper(I)hydride catalyzes the dehydrogenative Si-O coupling of alcohols and silanes-a process that was found to proceed without racemization at the silicon atom if asymmetrically substituted. The present investigation starts from this pivotal observation since silicon-stereogenic silanes are thereby suitable for the reagent-controlled kinetic resolution of racemic alcohols, in which asymmetry at the silicon atom enables discrimination of enantiomeric alcohols. In this full account, we summarizeour efforts to systematically examine this unusual strategy of diastereoselective alcohol silylation. Ligand (sufficient reactivity with moderately electron-rich monophosphines), silane (reasonable diastereocontrol with cyclic silanes having a distinct substitution pattern) as well as substrate identification (chelating donor as a requirement) areintroductorily described. With these basic data at hand, the substrate scope was defined employing enantiomerically enriched tert-butyl-substituted 1-silatetraline and highly reactive 1-si-laindane. The synthetic part is complemented by the determination of the stereochemical course at the silicon atom in the Si-O coupling step followed by its quantum-chemical analysis thus providing a solid mechanistic picture of this remarkable transformation.

Chiral recognition with silicon-stereogenic silanes: Remarkable selectivity factors in the kinetic resolution of donor-functionalized alcohols

(Chemical Equation Presented) Slick silicon: A low-molecular-weight silane (C13H20Si, 204.38 g mol-1) with silicon-centered chirality is capable of discriminating enantiomeric rhodium-substrate complexes in dehydrogenative Si-O coupling reactions with outstanding selectivity factors (see scheme, s = selectivity factor).