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Please login to access the full content or check if you have access via Method 5: Trifluoromethyl Ketones and Oxo Esters by Acylation of Monoalkylketenes with Trifluoroacetic Anhydride

DOI: 10.1055/sos-SD-023-00535

Tidwell, T. T.Science of Synthesis, (200623601.

Tetradecylketene (176), generated by dehydrochlorination, undergoes electrophilic attack by trifluoroacetic anhydride, leading to a β-oxo mixed anhydride, which can be captured with methanol as the ester or hydrolyzed to the acid; the latter undergoes decarboxylation to form 1,1,1-trifluoroheptadecan-2-one (177) (Scheme 56).[‌117‌]

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