87920-02-3Relevant academic research and scientific papers
Ru-catalyzed highly enantioselective hydrogenation of α-keto Weinreb amides
Zhao, Meng Meng,Li, Wan Fang,Ma, Xin,Fan, Wei Zheng,Tao, Xiao Ming,Li, Xiao Ming,Xie, Xiao Min,Zhang, Zhao Guo
, p. 342 - 348 (2013/07/26)
Asymmetric hydrogenation of α-keto Weinreb amides has been realized with [Ru((S)-Sunphos)(benzene)Cl]Cl as the catalyst and CeCl3· 7H2O as the additive. A series of enantiopure α-hydroxy Weinreb amides (up to 97% ee) have been obtained. Catalytic amount of CeCl 3·7H2O is essential for the high reactivity and enantioselectivity and the ratio of CeCl3·7H2O to [Ru((S)-Sunphos)(benzene)Cl]Cl plays an important role in the hydrogenation reaction.
155. N-Methyl-C-(trichlortitanio)formimidoylchlorid. Ein effizientes Reagenz zur Homologisierung von Aldehyden und Ketonen zu α-Hydroxy-carbonsaeureamiden
Schiess, Martin,Seebach, Dieter
, p. 1618 - 1623 (2007/10/02)
The known title compound 6 formed by addition of titanium tetrachloride to methyl isocyanide in methylene chloride adds to the carbonyl group of aldehydes and ketones.The adducts 7 are hydrolized to N-methyl-α-hydroxycarboxamides 8 which are (from ketones) or are not branched (from aldehydes) in the α-position.The yields in this new modification of the Passerini reaction are near 90percent, also with readily enolized ketones such as acetone and acetophenone.In contrast to the previously used organotitanium reagents of the type RTiX3, the preparation of the reagent 6 does not require any Li-, Mg- or Zn-derivative as a precursor.
