96759-97-6Relevant academic research and scientific papers
Carbon-Carbon Bond-Forming Reactions of Zinc Homoenolate of Esters. A Novel Three-Carbon Nucleophile with General Synthetic Utility
Nakamura, Eiichi,Aoki, Satoshi,Sekiya, Kouichi,Oshino, Hiroji,Kuwajima, Isao
, p. 8056 - 8066 (1987)
In the presence of suitable catalysts and additives, the zinc homoenolate of alkyl propionate and its congeners undergo a variety of carbon-carbon bond-forming reactions, e.g., addition onto carbonyl compounds, allylation, arylation, vinylation, and acylation, to produce diverse kinds of alkanoates and cyclopropane derivatives.The moderately reactive zinc homoenolate exhibited a very high degree of chemoselectivity in these reactions.Me3SiCl has been found to greatly accelerate 1,2- or 1,4-addition and the allylation reaction of the zinc reagent.
Catalytic "Homo-Reformatsky" Reaction. Ambident Chemical Reactivities of the Zinc Homoenolate of Propionate
Oshino, Hiroji,Nakamura, Eiichi,Kuwajima, Isao
, p. 2802 - 2804 (2007/10/02)
Zinc halide catalyzed reaction of 1-alkoxy-1-siloxycyclopropane with carbonyl compounds gives 4-siloxy esters, while a related reaction with acid chlorides produces either 4-keto esters or (acyloxy)cyclopropanes.
