Die ungewöhnliche Reaktion von 1.2—5.6-Di-O-isopropyliden-α-D-glucofuranose (Diacetonglucose) mit dem System Triphenylphosphin/Azodicarbonsäureester / The Unusual Reaction of 1,2-5,6-Di-O-isopropylidene Glucofuranose (Diacetoneglucose) with the System Triphenylphosphine/Azodicarboxylate
Open Access
- 1 September 1978
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 33 (9) , 1009-1011
- https://doi.org/10.1515/znb-1978-0913
Abstract
The 1,2-5,6-Di-O-isopropylidene glucofuranose (7) reacts with triphenylphosphine/azodicarboxylate and methyliodide with formation of the relatively stable alkoxyphosphonium salt (8a). With water and alcohols 8 forms triphenylphosphine oxide and diacetone glucose 7. The reaction of 8 with sodium benzoate gives the glucofuranose-3-benzoat (10), the formal product of substitution under retention of configuration.Keywords
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