Making Molecules and Dreams Come True: A Formal Synthesis of Anisomycin
Anisomycin, a biologically important pyrrolidine, was formally synthesized using a strategy incorporating the enantioselectivity of oxynitrilase, the power of olefin cross metathesis, and the rich chemistry of palladium pi-allyls. Overall, this coupled methodology afforded a strategic anisomycin intermediate in excellent chemical and optical yields (>95% ee). An olefin cross-metathesis reaction between an enzyme-derived chiral fragment and other functionalized alkenes extends the versatility of oxynitrilase in synthesis.
Finlayson, Chris, " Making Molecules and Dreams Come True: A Formal Synthesis of Anisomycin" (2006). URC Student Scholarship.
Howard Hughes Medical Institute Undergraduate Science Education Grant