Catalytic Asymmetric Mannich‐Type Reaction of Malononitrile with N‐Boc α‐Ketiminoesters Using Chiral Organic Base Catalyst with Halogen Bond Donor Functionality
Satoru Kuwano, Yuki Nishida, Takumi Suzuki, Takayoshi Arai
Abstract
Abstract Chiral organic base catalyst with halogen bond donor functionality catalyzed asymmetric Mannich‐type reaction of malononitrile with α‐ketiminoesters to produce α,α‐disubstituted α‐amino acid derivatives in good yields with high enantioselectivities. The malononitrile‐derived amino acid was smoothly transformed to chiral aminomalonate without loss of ee. magnified image
Topics & Concepts
MalononitrileChemistryCatalysisHalogenBase (topology)OrganocatalysisOrganic chemistryEnantioselective synthesisHalogen bondCombinatorial chemistryMedicinal chemistryAlkylMathematicsMathematical analysisAsymmetric Synthesis and CatalysisCrystallography and molecular interactionsSynthesis and Catalytic Reactions