Daley, Christopher J. A.; Wiles, Jason A.; Bergens, Steven H. published the artcile< Application of [Ru((R)-BINAP)(MeCN)(1-3:5,6-η-C8H11)](BF4) as a catalyst precursor for enantioselective hydrogenations>, COA of Formula: C6H10O5, the main research area is methyl methylbutanoate methylbutanoic acid enantioselective preparation; acetylphenylalanine enantioselective preparation; methylsuccinic acid methyl ester methylsuccinate enantioselective preparation; citronellol enantioselective preparation; ethyl hydroxybutanoate enantioselective preparation; malic acid methyl ester enantioselective preparation; ruthenium BINAP precursor enantioselective hydrogenation; nonracemic ruthenium BINAP catalyst precursor enantioselective hydrogenation; acetone acetonitrile solvate ruthenium BINAP catalyst; enantioselectivity unsaturated acid hydrogenation triethylamine dependence ruthenium BINAP catalyst; unsaturated ester acid hydrogenation enantioselectivity ruthenium BINAP catalyst; ketone hydrogenation enantioselectivity ruthenium BINAP catalyst; substrate dicarboxylate enantioselectivity hydrogenation ruthenium BINAP catalyst.
A catalyst system employing [Ru((R)-BINAP)(MeCN)(1-3:5,6-η5-C8H11)](BF4) (I) as a catalyst precursor was evaluated using the enantioselective hydrogenations of tiglic acid, α-acetamidocinnamic acid, itaconic acid, Me tiglate, di-Me itaconate, geraniol, Et acetoacetate, and di-Me oxaloacetate as a series of typical substrates. Acetone and MeOH were used as model aprotic and protic solvents, resp. The hydrogenation of substrates containing an α,β-unsaturated carboxylic acid functionality required stoichiometric quantities of NEt3 to occur at reasonable rates in acetone solution, while in MeOH solution it did not. The enantioselectivities were typically higher in acetone than in MeOH. This catalyst system is among the more enantioselective ruthenium-BINAP type systems reported for the catalytic hydrogenation of substrates containing an α,β-unsaturated acid or ester functionality. E.g., the hydrogenation of MeO2CC(:CH2)CH2CO2Me in acetone without Et3N under 4 atm H2 with I gave (S)-MeO2CCH(Me)CH2CO2Me with 100% conversion and in 95% ee. The enantioselectivities for the hydrogenation of ketones ranged from poor (15%) to moderate (74%). 1,4-Dicarboxylate substrates with the prochiral olefin or ketone at the 2-position were all hydrogenated in good to high ee with the same enantioface selectivity both with our system and other catalysts reported in the literature. This raised the possibility that these substrates were hydrogenated through intermediates with similar structural features.
Canadian Journal of Chemistry published new progress about Hydrogenation catalysts, stereoselective. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, COA of Formula: C6H10O5.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics