Asymmetric Organocatalytic Stepwise [2+2] Entry to Tetra‐Substituted Heterodimeric and Homochiral Cyclobutanes

AbstractAn asymmetric synthesis of tetra‐substituted cyclobutanes involving an organocatalytic, stepwise [2+2]‐cycloaddition is described. The secondary‐amine‐catalyzed method allows for the hetero‐dimerization of two different cinnamic‐acid‐derived sub‐units, opening a novel one‐step assembly to densely functionalized, head‐to‐tail coupled dimeric cyclobutanes in high enantiomeric excess. A series of selective synthetic interconversions in these sensitive cycloadducts is also described.

Asymmetric Organocatalytic Stepwise [2+2] Entry to Tetra‐Substituted Heterodimeric and Homochiral Cyclobutanes Journal Articles