Chemistry of Acylals, Part IV: BF3-Catalyzed Formation of Substituted α, α′-Bis (arylmethylidene) cycloalkanones from Acylals and 1-Cycloalkenyl Trimethylsilyl …

LK Sydnes, GS Pedersen, B Holmelid, M Sandberg

Index: Sydnes, Leiv K.; Pedersen, Gry S.; Holmelid, Bjarte; Sandberg, Marcel Synthesis, 2007 , # 23 p. 3692 - 3696

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Citation Number: 2

Abstract

Abstract When mixtures of an aromatic aldehyde acylal and a 1-cycloalkenyl trimethylsilyl ether in dichloromethane were treated with boron trifluoride at room temperature, the corresponding α, α′-bis (arylmethylidene) cycloalkanones were formed. The yield was sensitive to both the acetal/ether ratio and the structure of the acylal. The best results, up to 97% yield, were obtained when acylals containing a diacetoxy moiety were reacted with 1 ...