Simple stereospecific syntheses of (R)-2-flurorohexanoic acid ethyl ester

Article abstract of DOI:10.1080/00397919108055449

Simple stereospecific syntheses of 2-fluorohexanoic acid 5 were accomplished by conversion of optically pure L-(+)-norleucine to the optically pure hydroxy acid 3 via the classic diazotiazation reaction followed by substitution of the hydroxy functionality by the fluoro group. This was accomplished stereospecifically using DAST reagent or more practically by nucleophilic displacement of the corresponding methyloxy group with fluoride ion.

Full text of DOI:10.1080/00397919108055449

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Synthetic Communications: An
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Organic Chemistry
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Simple Stereospecific
Syntheses of (R)-2-
Fluorohexanoic Acid Ethyl
Ester
a
a
a
A. Focella , F. Bizzarro & C. Exon
a
Hoffmann-La Roche Inc. , 340 Kingsland Street,
Nutley, NJ, 07110, USA
Published online: 18 Nov 2011.
To cite this article: A. Focella , F. Bizzarro & C. Exon (1991) Simple Stereospecific
Syntheses of (R)-2-Fluorohexanoic Acid Ethyl Ester, Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry, 21:21,
2165-2170, DOI: 10.1080/00397919108055449
To link to this article: http://dx.doi.org/10.1080/00397919108055449
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