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Chemoenzymatic synthesis of deoxyfluoroinositols: 5-deoxy-5-fluoro-myo-inositol and 3-deoxy-3-fluoro-L-chiro-inositol

✍ Scribed by Ba V. Nguyen; Chentao York; Tomas Hudlicky

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 587 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)90392-6

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✦ Synopsis

Two deoxyfluoroinositols were synthesized from bromocyclohexadiene cis-diol obtained by microbial oxidation of bromobenzene with P. putidu (39D). The selective introduction of fluorine was accomplished by opening of the epoxide with teuabutylphosphoniumtluoride dihydrofluoride (TBPF-DF).

The synthesis of 5-deoxy-5-fluoro-myo-inositol (1) and 3-deoxy-3-fluoro-L-chiro-inositol

(2) are described in detail.

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