A highly enantioselective methodology allows the preparation of α,β-unsaturated ketones that contain a new stereogenic center at the C5 position. This approach is realized through the title reaction in the presence of chlorotrimethylsilane as a Lewis acid and a rhodium/(S)-binap complex as the catalyst followed by acidic hydrolysis (see scheme). binap=2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl.
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Hayashi et al. (2005) studied this question.
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