DNA as a Versatile Biomolecular Scaffold for Asymmetric Catalysis |
---|
|
ÀϽà : 2019.11.27 17:00 |
¼Ò¼Ó : ¹Ú¼Ò¿µ |
¹ßÇ¥ÀÚ : Kyoto University |
Àå¼Ò : R404 |
DNA is one of the most plentiful and naturally
occurring helical polymers on earth. Recently, this ubiquitous helical polymer
has gathered attention as a chiral source for asymmetric synthesis. In 2005
Feringa and Roelfes introduced the concept of DNA-based hybrid catalysts based
on supramolecular assembly by using a copper complex of a nonchiral ligand that
can bind to DNA. Since then, DNA-based hybrid catalysts have been applied to
various key asymmetric carbon–carbon or carbon–heteroatom bond-forming reactions.
Our group is exploring the potential of DNA for asymmetric synthesis. We have
developed asymmetric intramolecular Friedel–Crafts alkylations using a supramolecular-assembled
DNA hybrid catalyst. To understand the structural and mechanistic features of
DNA-based asymmetric catalysis, we have established a systematic and modular strategy
for the development of DNA hybrid catalyst based on the direct incorporation of
an intrastrand bipyridine ligand into the DNA strand and demonstrated its
application to the asymmetric reactions such as intramolecular Friedel–Crafts
alkylations and enantioselective hydrations. In this talk, I will discuss our recent
progress in the development and application of DNA-based hybrid catalyst for
the asymmetric catalysis. |