alpha,alpha-Diarylprolinol-derived chiral ionic liquids: recoverable organocatalysts for the domino reaction between alpha,beta-enals and N-protected hydroxylamines

作者：Maltsev Oleg V; Kucherenko Alexandr S; Chimishkyan Alexandr L; Zlotin Sergei G^*

来源：Tetrahedron: Asymmetry , 2010, 21(21-22): 2659-2670.

DOI：10.1016/j.tetasy.2010.10.020

Chiral ionic liquids bearing alpha alpha-diarylprolinol units were synthesized and applied for the first time as organocatalysts for the domino reaction between alpha beta-enals and N-protected hydroxylamines involving aza-Michael and intramolecular acetalization steps Corresponding 5-hydroxy-3-arylisoxazolidines with either an (S)- or (R)-configuration at C-3 were obtained in excellent yields (up to 94%) and with moderate to high enantioselectivities (64 to >99% ee) Th

• 出版日期2010-11-25
• 单位北京化工大学