Carbon-carbon bond formation by selective coupling of enol silyl ethers with oxime sulfonates

Y Matsumura, J Fujiwara, K Maruoka…

Index: Matsumura, Yasushi; Fujiwara, Junya; Maruoka, Keiji; Yamamoto, Hisashi Journal of the American Chemical Society, 1983 , vol. 105, # 20 p. 6312 - 6314

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Citation Number: 33

Abstract

enaminone 3 (213 mg, 90% yield) as a colorless liquid.'Some examples of the reaction are summarized in Table I. This method is applicable to a variety of enol silyl ethers and ketoxime sulfonates. Of all the Lewis acids examined diethylaluminum chloride and ethylaluminum dichloride (2-3 equiv) have proven to be the most efficacious, and other Lewis acids (AlCl,, SnCl,, FeCl,, TiC14, Me, SiOTf, Me, SiI, etc.) gave less satisfactory ...