Abstract by Alexander Ramos

Personal Infomation

Presenter's Name

Alexander Ramos

Degree Level


Abstract Infomation


Chemistry and Biochemistry

Faculty Advisor

Steven Castle


Synthesis of Yaku\' Amide Analog EVV


Total synthesis of the anticancer peptide natural product yaku’amide A is reported. Its -tert hydroxy amino acidswere prepared via regioselective aminohydroxylation involving a chiral mesyloxycarbamate reagent. Stereospecificconstruction of the E- and Z-iIle residues was accomplished via a one-pot reaction featuring an anti dehydration, an azidereduction, and an ON acyl transfer. Only negligible amounts of alkene isomerization was observed during this process.These methods enabled a highly convergent synthetic route to the natural product that is amenable to the production of simplified analogues.