Synthesis of 2-C-methylerythritols and 2-C-methylthreitols via enantiodivergent Sharpless dihydroxylation of trisubstituted olefins

Ghosh, Shibaji K. and Butler, Mark S. and Lear, Martin J. (2012) Synthesis of 2-C-methylerythritols and 2-C-methylthreitols via enantiodivergent Sharpless dihydroxylation of trisubstituted olefins. Tetrahedron Letters, 53 (22). pp. 2706-2708. ISSN 0040-4039

Full content URL: http://dx.doi.org/10.1016/j.tetlet.2012.03.071

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Abstract

The mevalonate-independent pathway (MIP) is an interesting avenue for antimicrobial lead discovery. Here, we present a unified enantioselective synthesis of all four stereoisomers of 2-C-methyltetrol. These are useful building blocks of many bioactive natural products, including 2-C-methylerythritol phosphate (MEP) of the MIP biosynthetic pathway.

Keywords:Mevalonate, Enantiodivergent, Malaria, Tetraols
Subjects:F Physical Sciences > F165 Biomolecular Chemistry
F Physical Sciences > F160 Organic Chemistry
F Physical Sciences > F163 Bio-organic Chemistry
Divisions:College of Science > School of Chemistry
ID Code:17104
Deposited On:16 Apr 2015 13:00

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