Journal of Organic Chemistry
2006-09-15
Stereoselective synthesis of highly functionalized nitrocyclopropanes via organocatalyic conjugate addition to nitroalkenes.
Séamus H McCooey, Thomas McCabe, Stephen J Connon
文献索引：J. Org. Chem. 71(19) , 7494-7, (2006)
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摘要
A convenient and novel one-pot organocatalytic methodology for the stereoselective synthesis of highly functionalized nitrocyclopropanes is reported. The addition of dimethyl chloromalonate to a variety of nitroolefins catalyzed by tertiary amines leads to a Michael adduct which cyclizes to form the cyclopropane in the presence of DBU under carefully controlled reaction conditions with outstanding diastereoselectivity.
相关化合物
| 结构式 | 名称/CAS号 | 分子式 | 全部文献 |
|---|---|---|---|
 |
氯代丙二酸二甲酯
CAS:28868-76-0 |
C5H7ClO4 |
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