87768-37-4Relevant academic research and scientific papers
Catalytic enantioselective homoaldol reactions using binol titanium(IV) fluoride catalysts
Burke, E. Diane,Lim, Ngiap Kie,Gleason, James L.
, p. 390 - 392 (2003)
Titanium (IV) fluoride catalysts, prepared by the combination of (R)-2,2′-binaphthol and TiF4, are effective for promoting the homoaldol addition of 1-ethoxy-1-(trimethylsilyloxy)cyclopropane to aldehydes. The reactions proceed with ee's of up to 72% and are effective with a range of aldehyde substrates. The reactions show greatly improved enantioselectivity when compared to those catalyzed by titanium(IV) triflates. The increase in selectivity is presumed to result from the elimination of deleterious silicon cocatalysis.
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 (2007/10/02)
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.
