A Formal Total Synthesis of
(+)-Zincophorin. Observation of an
Unusual Urea-Directed Stork-Crabtree
Hydrogenation
Zhenlei Song andRichard P. Hsung*
Division of Pharmaceutical Sciences and Department of Chemistry,
University of Wisconsin-Madison, Rennebohm Hall, 777 Highland Avenue,
Madison, Wisconsin 53705
rhsung@wisc.edu
Received April 2, 2007
Abstract:
A formal total synthesis of (+)-zincophorin via interception of Miyashita's advanced intermediates is described here. This effort features the
first synthetic application of an inverse demand hetero [4 + 2] cycloaddition of a chiral allenamide, and the observation of an unusual urea
directed Stork-Crabtree hydrogenation.
