Direct, practical, and powerful crossed aldol additions between ketones and ketones or aldehydes utilizing environmentally benign TiCl 4–Bu 3 N reagent
Y Tanabe, N Matsumoto, T Higashi, T Misaki, T Itoh…
An efficient TiCl4–Bu3N—(cat. TMSCl)-promoted aldol addition between ketones and ketones or aldehydes was performed. This environmentally benign method is advantageous from a green chemical viewpoint with regard to yield, substrates variation, reagent availability, and simple procedures. This method was applied to a short step formal synthesis of (R)-muscone, a natural macrocyclic musk.
[Yamashita, Masakazu; Matsumiya, Kaoru; Morimoto, Hiroko; Suemitsu, Rikisaku Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 5 p. 1668 - 1670]