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The Journal of Organic Chemistry

Condensation of crotonic and tiglic acid dianions with aldehydes and ketones

PR Johnson, JD White

文献索引:Johnson, Paul R.; White, James D. Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4424 - 4429

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被引用次数: 37

摘要

The lithium dianions of crotonic and tiglic acids reacted with n-heptanal, benzaldehyde, isobutyraldehyde, 2, 2-dimethyl-3, 3-dimethoxypropionaldehyde, acetone, and cyclopentanone at-78" C, room temperature, and 65" C to give a-and y-condensation products. The kinetically controlled pathway gives largely or entirely the@ hydroxy acid from condensation at the a-carbon, but at higher temperature the reaction is reversible leading ...