Lewis acid promoted additions of cyclopropanes to iminium salts: a new possibility for α-methylene-γ-butyrolactone synthesis

HU Reissig, H Lorey

Index: Reissig, Hans-Ulrich; Lorey, Hiltrud Journal of the Chemical Society, Chemical Communications, 1986 , # 3 p. 269 - 271

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Abstract

Methyl 2-siloxycyclopropanecarboxylates (1) smoothly add to dimethylmethyleneammonium trifluoromethanesulphonate, generated in situ, or to the corresponding minium chloride (4) in the presence of TiCl4, giving α-aminomethylated γ-oxoesters (6) in good yield; these can serve as precursors for α-methylene-γ-butyrolactones (7) as well as for acrylic ester derivatives (8).