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ChemInform Abstract: Practical, Enantiospecific Syntheses of 14,15-EET and Leukotoxin B (Vernolic Acid).

✍ Scribed by J. R. Falck; Y. Krishna Reddy; Donovan C. Haines; Komandla Malla Reddy; U. Murali Krishna; Sandra Graham; Barbara Murry; Julian A. Peterson


Book ID
101925109
Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
33
Category
Article
ISSN
0931-7597

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✦ Synopsis


Abstract

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Cytochrome P450BM3 and its F87V mutant were exploited for a convenient, laboratory scale (1 mmol) preparation of 14(S),15(R)-epoxyeicosatrienoic acid [14(S),15(R)-EET] from arachidonic acid and (+)-leukotoxin B [(+)-12(S),13(R)-vernolic acid] from linoleic acid, respectively. Their enantiomers were

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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). -