30263-65-1Relevant academic research and scientific papers
TMS·OTf-Catalyzed α-bromination of carbonyl compounds by N-bromosuccinimide
Guha, Samar Kumar,Wu, Bo,Kim, Beom Soo,Baik, Woonphil,Koo, Sangho
, p. 291 - 293 (2007/10/03)
Various carbonyl compounds undergo α-bromination reaction under a mild and practical condition utilizing N-bromosuccinimide (NBS), catalyzed by trimethylsilyl trifluoromethanesulfonate (TMS·OTf). This method is also effective for the side-chain bromination of heteroaromatic carbonyl compounds without the ring brominations.
Asymmetric hydrogenation of tert-alkyl ketones
Ohkuma, Takeshi,Sandoval, Christian A.,Srinivasan, Rajagopal,Lin, Quinghong,Wei, Yinmao,Muniz, Kilian,Noyori, Ryoji
, p. 8288 - 8289 (2007/10/03)
A combined system of RuCl2(tolbinap)(pica) and an alkaline or organic phosphazene base catalyzes asymmetric hydrogenation of sterically congested tert-alkyl ketones (TolBINAP = 2,2-bis(di-4-tolylphosphino)-1,1-binaphthyl, PICA = α-picolylamine). Hydrogenation with RuH(η1-BH4)(tolbinap)(pica) does not require any strong base. Alcoholic solvents strongly affect the catalytic efficiency. The reaction proceeds smoothly in ethanol under 1-20 atm of H2 and at room temperature with a substrate to catalyst molar ratio of up to 100000. Various aliphatic, aromatic, heteroaromatic, and olefinic tert-alkyl ketones are convertible to the corresponding chiral carbinols in high enantiomeric purity. Olefinic and heteroaromatic functions are left intact. Certain cyclic ketones are also usable. The mode of enantioface selection is consistent and predictable. Copyright
