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Synthesis of chiral α-alkoxyketones via allene oxides

✍ Scribed by Michael Shipman; Heidi R. Thorpe; Ian R. Clemens

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
203 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of enantiomerically enriched epoxy mesylates 7-9 with potassium alkoxides under carefully controlled reaction conditions (18-crown-6, TI-IF, -78°C) provide the corresponding aalkoxyketones 10-13 without significant racemisation. The reactions are shown to proceed with net stereochemical inversion at the epoxide centie.

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