jo061057s_si_001.pdf (12.4 MB)
De Novo Asymmetric Syntheses of Muricatacin and Its Analogues via Dihydroxylation of Dienoates
journal contribution
posted on 2006-08-18, 00:00 authored by Md. Moinuddin Ahmed, Hu Cui, George A. O'DohertyA short and highly efficient route to both enantiomers of
muricatacin as well as the C-5-epimer has been developed.
The key to the overall transformation is the highly regio-
and enantioselective Sharpless asymmetric dihydroxylation
of an (E,Z)-dienoate. The highly efficient stereoselective
synthesis prepares (−)-muricatacin in seven steps and 66%
overall yield.
