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A highly diastereoselective synthesis of tertiary α-fluoro carbonyl compounds is reported in only two chemical steps from a simple alkyne through the reaction of stereodefined fully substituted silyl ketene hemiaminal derivatives with Selectfluor.
We reported herein a practical approach to acyclic tertiary α-hydroxy carbonyl compounds in only two chemical steps from alkynes with excellent diastereoselectivity through the oxidation of stereodefined polysubstituted silyl ketone aminals. The products could be smoothly converted to synthetically useful enantiomerically enriched 1,2-diol derivatives.