Second-generation synthesis of the polypropionate subunit of callystatin A based on regioselective internal alkyne hydrostannation.
[formula: see text] An improved route to the polypropionate segment of callystatin A is described in which the efficient directed hydrostannation of an internal alkyne and subsequent iodinolysis provides a key vinylic iodide intermediate.
Marshall
James A
JA
Department of Chemistry, University of Virginia, P.O. Box 400319, McCormick Road, Charlottesville, Virginia 22904-4319, USA. jam5x@virginia.edu
Bourbeau
Matthew P
MP
D000480:Alkynes / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis*; D014001:Tin / Q000737:chemistry
D000480:Alkynes; D000970:Antineoplastic Agents; D005231:Fatty Acids, Unsaturated; C421091:callystatin A; D014001:Tin