A5003499423- Asymmetric Synthesis and Catalysis
- Synthesis and Biological Activity
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Synthesis of β-Lactam Compounds
- Chemical synthesis and alkaloids
- Synthesis and Catalytic Reactions
- Advanced Synthetic Organic Chemistry
- Cancer Treatment and Pharmacology
- Asymmetric Hydrogenation and Catalysis
- Synthesis of heterocyclic compounds
- Marine Sponges and Natural Products
- Catalytic C–H Functionalization Methods
- Organic and Inorganic Chemical Reactions
- Ferrocene Chemistry and Applications
Kyoto University Institute for Chemical Research
2012-2022
Kyoto University
2012-2022
Kyoto Bunkyo University
2013-2016
A method for asymmetric α-arylation of amino acid derivatives has been developed. The arylation was performed by Clayden rearrangement ester enolates via memory chirality to give hydantoins with an aryl-substituted tetrasubstituted carbon up 99% ee.
Abstract β‐Lactams with contiguous tetra‐ and trisubstituted carbon centers were prepared in a highly enantioselective manner through 4 ‐exo‐trig cyclization of axially chiral enolates generated from readily available α‐amino acids. Use weak base (metal carbonate) protic solvent (EtOH) is the key to smooth production β‐lactams. expected generate very low concentration, which undergo intramolecular conjugate addition without suffering intermolecular side reactions. Highly strained β‐lactam...
Abstract Catalyst‐controlled vinylogous aza‐MBH reactions of vinylcyclopentenone were performed, and it was found that the α‐adducts exclusively obtained by DABCO‐catalysis, while γ‐adducts major products DMAP‐catalysis. We report here rate‐determining step DABCO‐catalyzed α‐selective is Mannich‐type C−C bond forming step, DMAP‐catalyzed γ‐selective seems to be β‐elimination step.
Abstract Regiodivergent vinylogous aza‐MBH reaction is developed.