1349685-27-3Relevant academic research and scientific papers
Kinetic resolution of racemic α-tert-alkyl-α-hydroxy esters by enantiomer-selective carbamoylation
Kurono, Nobuhito,Ohtsuga, Kentaro,Wakabayashi, Masanori,Kondo, Tadahiro,Ooka, Hirohito,Ohkuma, Takeshi
experimental part, p. 10312 - 10318 (2012/01/30)
Kinetic resolution of sterically hindered racemic α-tert-alkyl- α-hydroxy esters is performed by enantiomer-selective carbamoylation with the t-Bu-Box-Cu(II) catalyst (Box = bis-(oxazoline)). The reaction with 0.5 equiv of n-C3H7NCO is carried out with a substrate-to-catalyst molar ratio of 500-5000 at -20 to 25 °C. The high enantiomer-discrimination ability of the catalyst achieves an excellent stereoselectivity factor (s = kfast/kslow) of 261 in the best case. A catalytic cycle for this reaction is proposed (Figure presented).
