Tetrahedron p. 8807 - 8814 (1997)
Update date:2022-08-29
Topics:
Nguyen, Ba V.
York, Chentao
Hudlicky, Tomas
Two deoxyfluoroinositols were synthesized from bromocyclohexadiene cis- diol obtained by microbial oxidation of bromobenzene with P. putida (39D). The selective introduction of fluorine was accomplished by opening of the epoxide with tetrabutylphosphoniumfluoride 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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