Solvent-dependent anomalous stereoselectivity was observed in the nucleophilic addition of ester enolate to the bicyclo[3,3,0]octane-2-one system of 1,2:5,6-di-O-isopropyli-dene-α-D-glucofuranulose. While most of the addition took place to the β-face of the carbonyl, the senecioate-derived enolate surprisingly preferred α-face attack in ether solvent in contrast to β-face attack in THF.
|Number of pages||2|
|Publication status||Published - 1998|
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