ChemInform Abstract: Efficient and Selective Formation of Unsaturated Carboxylic and Phenylacetic Acids from Diketene.

Abstract

Efficient and Selective Formation of Unsaturated Carboxylic and Phenylacetic Acids from Diketene. -The Ni(acac) 2-catalyzed reaction of diketene with alkynes is investigated. In the presence of Me 2Zn 3-methylene-4-hexenoic acids (IV) are obtained whereas Et2Al(OEt) as Lewis acid promotes the formation of arylacetic acids. Interestingly, the regioselectivity of arylacetic acid formation can be completely reversed by addition of PPh 3 as co-catalyst. -(MORI, T.; AKIOKA, Y.; KAWAHARA, H.; NINOKATA, R.; ONODERA, G.; KIMURA*, M.; Angew. Chem., Int. Ed. 53 (2014) 39, 10434-10438, http://dx.doi.org/10.1002/anie.201404816 ; Grad. Sch. Eng., Nagasaki Univ., Nagasaki 852, Japan; Eng.) -Mais 11-070