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 -