Total Synthesis of Uvaricin.
The first total synthesis of naturally occurring (+)-uvaricin was achieved using three consecutive Sharpless asymmetric dihydroxylation (AD) reactions to place the necessary oxygen functions on a "naked" carbon skeleton in a regio- and enantioselectively controlled manner. The appropriate bis-THF ring system was constructed using a Williamson type etherification reaction on a functionalized bis-mesylate intermediate.
Yazbak
Ahmad
A
The Scripps Research Institute, Department of Molecular Biology and the Skaggs Institute for Chemical Biology, 10550 North Torrey Pines Road, La Jolla, California 92037, and Department of Chemistry, Technion - Israel Institute of Technology, Technion City, Haifa 32000, Israel.
Sinha
Subhash C.
SC
Keinan
Ehud
E