1416619-54-9Relevant academic research and scientific papers
Enantioselective addition of cyclic enol silyl ethers to 2-alkenoyl-pyridine-N-oxides catalysed by CuII-Bis(oxazoline) complexes
Livieri, Alessandro,Desimoni, Giovanni,Faita, Giuseppe,Boiocchi, Massimo
, p. 11662 - 11668,7 (2012/12/12)
Asymmetric reactions involving (E)-3-aryl-1-(pyridin-2-yl-N-oxide)prop-2- en-1-ones and cyclic enol silyl ethers show good yields and excellent enantioselectivities (up to 99.9 % ee) when catalysed by bis(oxazoline)-Cu II complexes. Different reaction pathways can be followed by different enol silyl ethers: with 2-(trimethylsilyloxy)furan, a Mukaiyama-Michael adduct is obtained, whereas a hetero Diels-Alder cycloadduct was formed by using (1,2-dihydronaphthalen-4-yloxy)trimethylsilane. In the latter reaction, the absolute configuration of the product is consistent with a reagent approach to the less hindered Re face of the coordinated substrate in the reactive complex. Copyright
Enantioselective addition of cyclic enol silyl ethers to 2-alkenoyl-pyridine-N-oxides catalysed by CuII-Bis(oxazoline) complexes
Livieri, Alessandro,Boiocchi, Massimo,Desimoni, Giovanni,Faita, Giuseppe
, p. 11662 - 11668 (2013/01/14)
Asymmetric reactions involving (E)-3-aryl-1-(pyridin-2-yl-N-oxide)prop-2- en-1-ones and cyclic enol silyl ethers show good yields and excellent enantioselectivities (up to 99.9 % ee) when catalysed by bis(oxazoline)-Cu II complexes. Different reaction pathways can be followed by different enol silyl ethers: with 2-(trimethylsilyloxy)furan, a Mukaiyama-Michael adduct is obtained, whereas a hetero Diels-Alder cycloadduct was formed by using (1,2-dihydronaphthalen-4-yloxy)trimethylsilane. In the latter reaction, the absolute configuration of the product is consistent with a reagent approach to the less hindered Re face of the coordinated substrate in the reactive complex. Copyright
