Journal of the Chemical Society. Perkin transactions I p. 147 - 150 (1996)
Update date:2022-08-05
Topics:
Reineke, Ninja
Zaidi, Naveed A.
Mitra, Manju
O'Hagan, David
Batsanov, Andrei S.
Howard, Judith A. K.
Naumov, Dmitri Y.
An efficient one-step procedure is described for the synthesis of 2-(trifluoromethyl)butyrolactone 1 and 4-substituted 2-(trifluoromethyl)butyrolactones by the photocatalytic conjugate addition of primary and secondary alcohols to 2-(trifluoromethyl)acrylic acid 6. With the exception of methanol, the reactions are conducted without a photosensitiser. The diastereoisomers of compounds 8 and 10 were separable by chromatography and their relative configurations were established unambiguously by X-ray analyses of suitable crystals.
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