Tetrahedron

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…

Index: Tanabe, Yoo; Matsumoto, Noriaki; Higashi, Takahiro; Misaki, Tomonori; Itoh, Tomotaka; Yamamoto, Misako; Mitarai, Kumi; Nishii, Yoshinori Tetrahedron, 2002 , vol. 58, # 41 p. 8269 - 8280

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Citation Number: 66

Abstract

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.