Synlett 1994; 1994(9): 727-728
DOI: 10.1055/s-1994-22987
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Stereoselective Synthesis of α,β-Epoxyketones from Mandelic Acid

Thomas Früh* , Gerardo M. Ramos Tombo
  • *Research and Development Plant Protection, Agro Division, Ciba-Geigy AG, CH-4002 Basel, Switzerland
Further Information

Publication History

Publication Date:
18 September 2002 (online)

An efficient synthesis of the enantiomerically pure α,β-epoxyketones 1a and 1b from (R)-mandelic acid respectively (R)-m-methylmandelic acid has been accomplished. The key steps in this interesting example of the general dioxolanone based 1,3 chirality transfer method are the addition of fluorophenyllithium to the dioxolanone 4 and the subsequent fragmentation.

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