Journal of the American Chemical Society p. 8056 - 8066 (1987)
Update date:2022-08-04
Topics:
Nakamura, Eiichi
Aoki, Satoshi
Sekiya, Kouichi
Oshino, Hiroji
Kuwajima, Isao
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.
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