O. Tsuge, S. Kanemasa, T. Otsuka
Aug 1, 1988
Citations
0
Influential Citations
24
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
1-Alkenyl cyclopropyl ketones, when activated by cation-stabilizing substituents at the ring carbon or at the terminal carbon of the enone moiety, undergo polyphosphoric acid-catalyzed ring enlargement producing cyclopentanone or cyclohexenone derivatives. Similar acid-catalyzed ring opening of 1-alkenyl 2-phenoxycyclopropyl ketones offers a convenient and effective synthesis of 4-oxo-5-alkenals and their dioxolaneprotected derivatives.