Research Highlight
Jew and Park's Catalyst

 - One of the most broad and economic phase transfer catalyst for preparations of alpha-amino acids.

Phase Transfer Catalysis
Asymmetric Synthesis of alpha-Amino acids


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The enantioselective alkylation of active methylene compounds occupies the central position in the field of asymmetric phase-transfer catalysis. Recently, Cinchona alkaloid ammonium salts have been developed as efficient chiral phase-transfer catalysts. We investigated the role of the electronic factor in the catalysts. (Org. Lett., 2002, 4, 4245-4248
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Solid Phase Synthesis
Enantioselective PTC alkylation via Solid Phase Synthesis



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Since the pioneering work by Merrifield 1963, the applications of solid-phase synthesis to synthetic chemistry have expanded greatly. Recently, we developed the asymmetric phase-transfer alkylation of the iminester 4 in the presence of Cinchona-derived ammonium salts, and successfully applied to the enantioselective synthesis of natural and non-natural alpha-amino acids. (J. Org. Chem., 2005, 70, 1904-1906)

Medicinal Chemistry
Development of Novel Analgesic Drugs



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Vanilloid receptor(VR1) is a nonselective cation channel placed in the plasma membrane of peripheral sensory neurons, which has been regarded as a new target or the treatment of pain. We prepared 17 biarylcarboxybenzamide derivatives for the study of their agonistic/antagonistic activities to the VR1 in Rat DRG neurons. Among the prepared derivatives, 5(MK-180) showed 5-fold higher antagonistic activity than Purdue Pharma research group's benzamides(6). (Bioorg. Med. Chem. Lett., 2005, 15, 631-634)