New Reaction Methodology/ Organocatalysis/ Functional Material Synthesis
Our research group is pursuing studies in several fields
including synthetic organic chemistry, and medicinal chemistry. Current our
research interests are design and development of new methodologies in
organocatalysis, and synthesis of functional materials and bioactive compounds.
Chloro and fluoro groups of haloarenes and are nucleophilically substituted
by aroyl groups originated from aromatic aldehydes by catalytic action
of imidazolidenyl and triazolidenyl carbenes to afford ketones
acylation with aldehydes
N-heterocyclic carbenes mediate the addition of trimethylsilylcyanide to aldehydes to yield cyanohydrin trimethylsilyl ethers. The use of chiral imidazolidenyl carbene derived from
chloride led to enantioseletive cyanosilylation.
C2-symmetric imidazolidenyl carbenes catalyze asymmetric acylation of racemic
- Kinetic resolution of secondary alcohols
The total synthesis of atroviridin has been accomplished by a linear route
N-heterocyclic carbene (NHC)-catalyzed aroylation of the fluorobenzene derivative, Claisen cyclization
synthesis of natural product, atroviridin
the O-propargylated benzophenones, and intramolecular
1,4-addition of the quinone intermediates. The result provides a viable route
to xanthone natural products.
Quinazolines derivatives synthesized through NHC catalysis were found to
have antiproleferative activity against several cancer cell lines such
as HeLa and A549. Studies in development of new anticancer drugs are ongoing
in collaboration with Pharma Valley Center (Shizuoka Organization for Creation
of Industries) and The Center for Drug Discovery in University of Shizuoka.
- Discovery and development of antiproliferative agents against cancer cells