Ring expansion of succinoin derivatives. New synthetic routes to cyclopentenones

E Nakamura, J Shimada, I Kuwajima

Index: Nakamura, Eiichi; Shimada, Jun-ichi; Kuwajima, Isao Journal of the Chemical Society, Chemical Communications, 1983 , # 9 p. 498 - 499

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Abstract

Acid-catalysed ring expansion reactions of cyclobutane derivatives bearing a vicinal substituted-diol group give a-aryl and a-vinyl substituted cyclopentenones in good yields. ... We report here two of the new methods that we have developed recently for the preparation of oc-aryl- and a-vinyl-cyclopen- tenones. The syntheses start with the high-yield preparation of the cyclobutanone (2) by an aldol-type coupling of acetals with the cyclobutene (1) with ...