γ, δ-Unsaturated β-Diketones by Acylation of Ketones

AR Katritzky, NK Meher, SK Singh

Index: Katritzky, Alan R.; Meher, Nabin K.; Singh, Sandeep K. Journal of Organic Chemistry, 2005 , vol. 70, # 19 p. 7792 - 7794

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Citation Number: 37

Abstract

Limitations associated with the literature methods include Michael-type conjugate addition side product formation on acylation of ketones with ethyl cinnamate; 13a cyclization leading to undesired products during Claisen condensation of acetylenic esters with ketones due to the susceptibility of the acetylenic β-diketones, 3 a requirement of hindered esters in acylation of ketones with Si(OMe) 4 /CsF; 14a and formation of mixtures of O- and C-acylation products. 17,11a ...