First synthesis of 5-fluoro-(+)-MK7607, its 1-epimer and 6-deoxy derivative

(+)-MK7607 is a patented naturally occurring unsaturated pseudo-carbasugar possessing herbicidal activity. We present herein the first synthesis of the 5-fluorinated analogue (1 S, 2 S, 3 R, 4 R)-5-fluoro-6-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol as well as that of two related compounds, namely...

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Bibliographic Details
Published in:Tetrahedron letters 2008-09, Vol.49 (38), p.5548-5550
Main Authors: Sardinha, João, Rauter, Amelia Pilar, Sollogoub, Matthieu
Format: Article
Language:English
Subjects:
Cabasugars
Fluorine
Inositol
Mimics
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Summary:(+)-MK7607 is a patented naturally occurring unsaturated pseudo-carbasugar possessing herbicidal activity. We present herein the first synthesis of the 5-fluorinated analogue (1 S, 2 S, 3 R, 4 R)-5-fluoro-6-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol as well as that of two related compounds, namely its 1-epimer and its 6-deoxy derivative.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.07.070