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PubMed · 14762826

Lessons learned from macrolide synthesis.

Johann Mulzer·Harry J Martin
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Abstract

The highlights of three macrolide syntheses recently completed in our laboratory are described. In the epothilone B synthesis we developed the "early epoxide approach," which resulted in the first completely stereocontrolled synthesis of this natural product. In the laulimalide synthesis our contribution was the auxiliary controlled ene-macrocyclization and Sharpless' kinetic resolution for achieving a regioselective epoxidation of two pseudo-enantiomorphic allylic alcohol subunits. The tartrolon B synthesis was the first to be completed. In this case, a substrate controlled aldol addition was used to assemble the entire carbon skeleton of the compound.

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BoratesCyclizationEpothilonesEpoxy CompoundsMacrolidesStereoisomerismTaxoidsJournal ArticleResearch Support, Non-U.S. Gov'tReview

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Johann Mulzer, Harry J Martin. 2004. Lessons learned from macrolide synthesis.. https://doi.org/10.1002/tcr.10069

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