TY - JOUR
A2 - Ishihara, Kazuaki
AU - Nobuoka, Kaoru
AU - Kitaoka, Satoshi
AU - Kojima, Tsutomu
AU - Kawano, Yuuki
AU - Hirano, Kazuya
AU - Tange, Masakazu
AU - Obata, Shunsuke
AU - Yamamoto, Yuki
AU - Harran, Thomas
AU - Ishikawa, Yuich
PY - 2014
DA - 2014/11/20
TI - Proline Based Chiral Ionic Liquids for Enantioselective Michael Reaction
SP - 836126
VL - 2014
AB - Chiral ionic liquids, starting from (S)-proline, have been prepared and evaluated the ability of a chiral catalyst. In Michael reaction of trans-β-nitrostyrene and cyclohexanone, all the reactions were carried out under homogeneous conditions without any solvent except for excess cyclohexanone. The chiral ionic liquid catalyst with the positive charge delocalized bulky pyrrolidinium cation shows excellent yields (up to 92%), diastereoselectivities (syn/anti = 96/4), and enantioselectivities (up to 95% ee) and could be reused at least three times without any loss of its catalytic activity. Such results demonstrated a promising new approach for green and economic chiral synthesis by using the chiral ionic liquids as a chiral catalyst and a chiral medium.
SN - 2090-200X
UR - https://doi.org/10.1155/2014/836126
DO - 10.1155/2014/836126
JF - Organic Chemistry International
PB - Hindawi Publishing Corporation
KW -
ER -