1638653-52-7Relevant academic research and scientific papers
Highly enantioselective Michael addition of malonates to β-CF 3-β-(3-indolyl)nitroalkenes: Construction of trifluoromethylated all-carbon quaternary stereogenic centres
Ma, Chun-Hui,Kang, Tai-Ran,He, Long,Liu, Quan-Zhong
, p. 3981 - 3985 (2014/07/08)
A family of γ-nitrobutyric acid esters bearing an all-carbon quaternary stereogenic centre have been synthesized. Chiral thioureas catalysed the conjugate addition of malonates to nitroalkenes containing a trifluoromethyl and indole motif at the β-position to afford the corresponding γ-nitrobutyric acid esters in good yields (up to 89-% yield) and with good to excellent enantioselectivities (up to 90-% ee). This protocol provides an efficient access to optically enriched γ-amino acids and β-disubstituted γ-butyrolactams. Trifluoromethylated all-carbon quaternary stereogenic nitroalkanes have been synthesized in good yields and with good to excellent enantioselectivities by organocatalysed asymmetric Michael addition of malonates to nitroalkenes containing a trifluoromethyl and indole motif. This protocol provides an efficient access to optically enriched γ-amino acids and β-disubstituted γ-butyrolactams. Copyright
