Cross-condensation reactions of cycloalkanones with aldehydes and primary alcohols under the influence of zirconocene complexes

T Nakano, S Irifune, S Umano, A Inada…

Index: Nakano Tatsuya; Irifune Shinji; Umano Shigetoshi; Inada Akihiro; Ishii Yasutaka; Ogawa Masaya Journal of Organic Chemistry, 1987 , vol. 52, # 11 p. 2239 - 2244

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Citation Number: 105

Abstract

Under the influence of zirconocene complex, Cp2ZrH2 (1) or Cp, Zr (Oi-Pr),(9), cycloalkanones 2 condensed directly with aliphatic aldehydes 3 or primary alcohols 7 to form 2-alkylidenecycloalkanones 4 or 2-alkyl-2-cycloalken-1-ones 8, respectively, in fair to substantial yields. The selectivity of the cross-condensations was slightly improved by using 1 in combination with a metal salt such as NiC1,. Dihydrojasmone (13) was synthesized in ...