Safety of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Stereo- and enantio-selective hydrogenation of ketones using iridium catalysts containing a carboxylate ligand. Author is Heil, Balint; Kvintovics, Pal; Tarszabo, Laszlo; James, Brian R..
Cyclohexanone I and PhCOMe were hydrogenated in Me2CHOH under Ar in the presence of a catalyst formed from [IrCl(C8H14)2]2, a carboxylic acid, and P(OR2)3 (R2 = Bu, Ph, Me). For I the best carboxylic acids were BzOH, AcOH, (R)-(-)-PhCH(OH)CO2H (II) (R)-(+)-HO2CCH2CH(OH)CO2H, MeCH:CHCO2H and PhCH:CHCO2H. (RS)-PhCH(OAc)CO2H, EtCO2H and (1S,3R)-camphoric acid gave lower conversions. Conversion was increased to 78% when Et3N was added and the catalyst contained BzOH and P(OMe)3. The cis/trans ratio was 1.8. The cis/trans ratio increased as the P(OMe)3-Ir ratio increased to ∼4, and then decreased. PhCOMe conversion to (S)-PhCH(OH)Me was 75% and an optical yield of 1.0% was obtained by P(OMe)3, II, and NaOMe. Using (S)-(+)-PhCH(OH)CO2H an excess of (R)-PhCH(OH)Me was obtained. (R)-(-)-PhCH(OAc)CO2H gave 12% enantiomeric excess of S-isomer with 20% conversion.
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