Organocatalytic kinetic resolution of a planar-chiral ferrocenecarbaldehyde

作者:Alba Andrea Nekane; Gomez Sal Pilar; Rios Ramon*; Moyano Albert
来源:Tetrahedron: Asymmetry , 2009, 20(11): 1314-1318.
DOI:10.1016/j.tetasy.2009.05.011

摘要

The proline-catalyzed aldol reaction of racemic 2-(2'-pyrimidyl)ferrocenecarbaldehyde with acetone in DMSO at room temperature constitutes as the first example of an organocatalytic kinetic resolution of a planar-chiral compound. The selectivity factor of the kinetic resolution is 9.2, and the stereochemical outcome of the process can be easily rationalized by the standard mechanistic model of the proline-catalyzed aldol reaction.

  • 出版日期2009-6-19