Chemo-and stereoselectivity of the reaction of aromatic aldehydes with triphenylphosphine and trichloroacetic acid derivatives

…, AS Erin, AG Osetrov, IF Leshcheva, AL Kurts

Index: Matveeva; Erin; Osetrov; Leshcheva; Kurts Russian Journal of Organic Chemistry, 2006 , vol. 42, # 3 p. 388 - 392

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Abstract

Abstract Aromatic aldehydes react with triphenylphosphine and ethyl trichloroacetate or trichloroacetonitrile to give the corresponding benzylidene dichlorides or α-chlorocinnamic acid derivatives. The chemo-and regioselectivity of these reactions depend on both the substituent in the aromatic ring and reaction conditions. The product configuration was determined on the basis of the coupling constants 2 J CH and 3 J CH in the 13 C NMR ...