New ring conversion of monocyclic ketones to bicycloenone skeletons

Y Miyao, M Tanaka, H Suemune…

Index: Miyao, Yoshihiro; Tanaka, Masakazu; Suemune, Hiroshi; Sakai, Kiyoshi Journal of the Chemical Society, Chemical Communications, 1989 , # 20 p. 1535 - 1536

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Citation Number: 6

Abstract

Previously, we have found that cyclopentanones or cyclohexanones with a carbonyl group in a side chain a- or p- to the ring carbonyl group readily undergo ring cleavage under acetalization conditions (BF3/ethylene glycol).2 We now report the novel conversion of cyclopentanones or cyclohex- anones with a carbonyl function at the 4- or 5-position of an a-side chain to bicycloenones. As shown in Table 1, substrates ... (6), and (7) under acetalization ...

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