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1.
(1S,4R,5R,6R)-6-methoxycarbonyl-4-pivaloyloxy-2-(pivaloyloxymethyl)- bicyclo[3.1.0]hex-2-ene-1-carboxylic acid.
Chiaroni, A; Riche, C; Cachet, X; Deguin, B; Koch, M; Tillequin, F.
Acta Crystallogr C ; 56 ( Pt 3): 358-9, 2000 Mar.
Article in English | MEDLINE | ID: mdl-10777951

Subject(s)
Carboxylic Acids/chemistry , Cyclopropanes/chemistry , Enzyme Inhibitors/chemistry , Mannosidases/antagonists & inhibitors , Streptomycetaceae/chemistry , Crystallography, X-Ray , Models, Molecular , Molecular Conformation , alpha-Mannosidase
2.
Efficient conversion of aucubin into 6-epi-aucubin
Cachet X; Deguin B; Koch M; Makhlouf K; Tillequin F.
J Nat Prod ; 62(2): 400-2, 1999 Feb.
Article in English | MEDLINE | ID: mdl-10075802

ABSTRACT

Selective deprotection of peracetylaucubin (3) by use of KCN led to 6-O-acetylaucubin (4), which was readily converted into 2',3',4',6', 10-penta-O-benzoylaucubin (7). Configuration inversion performed on 7, using a modified Mitsunobu reaction, followed by deprotection, afforded 6-epi-aucubin (2).

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