A formal total synthesis of (+)-zincophorin. Observation of an unusual urea-directed Stork-Crabtree hydrogenation.
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.
Song
Zhenlei
Z
Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53705, USA.
Hsung
Richard P
RP
D008958:Models, Molecular; D015394:Molecular Structure; D011422:Propionates / Q000138:chemical synthesis; D014508:Urea / Q000737:chemistry*
D011422:Propionates; D014508:Urea; C043279:zincophorin