- PALLADIUM CATALYZED REACTIONS OF PROPIONATE HOMOENOLATE. ARYLATION, VINYLATION, AND ACYLATION
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Zinc homoanolate of alkyl propionate undergoes clean C-C bond forming reactions with aryl, vinyl and acid halides in the presence of a palladium catalyst.
- Nakamura, Eiichi,Kuwajima, Isao
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- Carbon-Carbon Bond-Forming Reactions of Zinc Homoenolate of Esters. A Novel Three-Carbon Nucleophile with General Synthetic Utility
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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.
- Nakamura, Eiichi,Aoki, Satoshi,Sekiya, Kouichi,Oshino, Hiroji,Kuwajima, Isao
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p. 8056 - 8066
(2007/10/02)
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