Tin (II) Chloride Mediated Coupling Reactions between Alkynes and Aldehydes

Y Masuyama, W Takamura…

Index: Masuyama, Yoshiro; Takamura, Wataru; Suzuki, Noriyuki European Journal of Organic Chemistry, 2013 , # 35 p. 8033 - 8038

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Abstract

Abstract Tin (II) chloride, which is insensitive to water and air, mediated the coupling reaction between alkynes and aldehydes as a Lewis acid in nitromethane to produce (E)-α, β- unsaturated ketones by a skeletal transformation in which one alkynic carbon atom changed into an oxo carbon atom accompanied by the cleavage of a C= O bond in the starting aldehydes. This coupling reaction was promoted by a catalytic amount of a primary or ...