We have made
environmentally benign reaction design one of our central themes in
the Hudlicky group. The conversion of toxic aromatic waste into
defined value-added products by chemoenzymatic means has been
applied very successfully in our group and has yielded many total
synthesis as well as commercial applications. We have also proposed
a parameter (effective mass yield EMY) that allows the
quantification of the degree of environmentally benignity of a
Members of the
amaryllidaceae alkaloids (e.g. Pancratistatin) are known to possess
high anti-tumor activities, which makes them very interesting
targets for the synthetic organic chemist. In the last several
years, we have completed a total synthesis of (-)-pancratistatin and
(-)-narciclasine, both by chemoenzymatic means. We are currently
working on a total synthesis of 7-deoxypancratistatin as well as
an optimization of previous approaches, with the overall goal
of preparing these alkaloids in less than ten steps.
A long term goal in
the Hudlicky group has been a enantioselective total synthesis of
morphine and the morphinan skeleton.
It is envisioned that short synthetic route to
the title alkaloid will open doors for the preparation of a variety
of analogs which are not easily accessible by functional group
transformation starting from the parent alkaloid itself.
Our group has
successfully prepared several of the nine Inositols as well as
di-and oligomeric analogues. We have proven that these oligomers
possess very interesting properties like their helical tertiary
We are currently
working on the preparation of amino Inositol derivatives which are
expected to exhibit similar structural features as well as enzyme
As a part of environmentally benign
reaction design the Hudlicky group has exploited the possibility of
substituting steps which include toxic reagents by electrochemical
means. We have successfully shown that transformations like mCPBA
epoxidation and tetrabutyltinhydride reductions can also be achieved
by electrochemical methods.
also working on the selective removal of protecting groups by
electrochemistry as well as electrochemical
synthons obtained by microbial dihydroxylation of halogenated
aromatic compounds have been applied as starting materials for a
variety of syntheses in our group.
We are currently also studying the substrate
specificity of the enzymes responsible for this transformation as
well as the influence of remote chiral centers on the outcome of the
Other Research Interests
Besides the topics mentioned above, our group is active
in a variety of fields. This includes radical cyclizations, Diels
Alder chemistry, approaches towards other natural products (e.g.
TaxolTM) and many more.