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ChemInform Abstract: New and Efficient Enantiospecific Synthesis of (-)-Methyl 5-epi- Shikimate and Methyl 5-epi-Quinate from (-)-Quinic Acid.

โœ Scribed by S. FERNANDEZ; M. DIAZ; M. FERRERO; V. GOTOR

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
28
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

New and Efficient Enantiospecific Synthesis of (-)-Methyl 5-epi-Shikimate and Methyl 5-epi-Quinate from (-)-Quinic Acid.

-Starting from (-)-quinic acid (I) as readily available and inexpensive educt, (-)-methyl 5-epi-shikimate (VI) and methyl 5-epi-quinate (XI) are prepared.

The key sequence involves epimerization of the C-5 centers via oxidation to carbonyl and diastereoselective reduction. -(FERNANDEZ, S.; DIAZ, M.;

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ChemInform Abstract: Enantiospecific Syn
ChemInform Abstract: Enantiospecific Synthesis of (-)-5-epi-Shikimic Acid and (-)-Shikimic Acid.
โœ S. JIANG; K. J. MCCULLOUGH; B. MEKKI; G. SINGH; R. H. WIGHTMAN ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 33 KB ๐Ÿ‘ 1 views

Enantiospecific Synthesis of (-)-5-epi-Shikimic Acid and (-)-Shikimic Acid. -The key step in the synthesis of the title compounds (XI) and (XVI) is the intramolecular cycloaddition of the nitrones (V) and (XIV). -