Ring expansion reaction of 2-vinyl-4-methylene-1,3-dioxolanes to 4,5-dihydro-3(2H)-oxepinones by Claisen rearrangement

DOI: 10.1016/S0040-4039(00)76843-2

Source and publish data:

Tetrahedron Letters p. 3111 - 3114 (1994)

Update date:2022-08-16

Topics:

Authors:

Sugiyama, Jun-Ichi

Tanikawa, Kazuki

Okada, Takashi

Noguchi, Kouichi

Ueda, Mitsuru

Endo, Takeshi

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Article abstract of DOI:10.1016/S0040-4039(00)76843-2

2-Styryl or 2-vinyl substituted 4-methylene-1,3-dioxolanes underwent the Claisen rearrangement to obtain 4,5-dihydro-3(2H)-oxepinones in good yield. The rate of reaction followed the decreasing order: 2-phenyl-2-styryl > 2-phenyl-2-vinyl > 2 tert-butyl-2-styryl > 2-styryl.

Full text of DOI:10.1016/S0040-4039(00)76843-2

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