Knoevenagel Adducts as Trimethylenemethane Dipole Surrogates.
Knoevenagel adducts derived from readily available acetoxyacetone and malonic acid derivatives served as trimethylenemethane surrogates for formal 1,3-difunctionalization through a sequence of selective γ-deprotonation/α-alkylation and palladium(0)-catalyzed allylic alkylation. Herein, we report the discovery and development of a three-component 1,3-difunctionalization of Knoevenagel adducts as well as a unique palladium(0)-catalyzed branch-selective allylic alkylation.
Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville FL 32611-7200 (USA) http://grenning.chem.ufl.edu.
Peter
P
Vertesaljai
Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville FL 32611-7200 (USA) http://grenning.chem.ufl.edu.
Primali V
PV
Navaratne
Department of Chemistry, University of Florida, P.O. Box 117200, Gainesville FL 32611-7200 (USA) http://grenning.chem.ufl.edu. grenning@ufl.edu.
Alexander J
AJ
Grenning
1,3-difunctionalization; Knoevenagel condensation; allylation; palladium catalysis; trimethylenemethane