Dual mechanisms of an organocatalytic homodimerization reaction

作者:Guidi Vanina; Sandoval Sergio; McGregor Michael A; Rosen William*
来源:Tetrahedron Letters, 2010, 51(38): 5086-5090.
DOI:10.1016/j.tetlet.2010.07.114

摘要

The L-proline organocatalytic homodimerization of 2-cyclohexenone has been studied and it is concluded that the mechanism of the reaction follows competing pathways involving either a two-step imine/enamine addition or a concerted Diels-Alder cycloaddition where the ultimate product distribution is dependent upon the ratio of the organocatalyst to 2-cyclohexenone and a base present.

  • 出版日期2010-9-22