De novo asymmetric syntheses of muricatacin and its analogues via dihydroxylation of dienoates |
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| Authors: | Ahmed Md Moinuddin Cui Hu O'Doherty George A |
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| Affiliation: | Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA. |
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| Abstract: | A 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. |
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