LDA-Mediated Selective Addition Reaction of Vinylidenecyclopropanes with Aldehydes, Ketones, and Enones: Facile Synthesis of Vinylcyclopropenes, Allenols, and 1,3-Enynes
摘要:
Highly selective addition reaction of vinylidenecyclopropanes 1 was realized by treatment with LDA in THF and quenching with aldehydes, ketones, and enones. A number of vinylcyclopropenes, allenols, and 1,3-enynes were obtained selectively in moderate to good yields depending on the nature of different electrophiles.
LDA-Mediated Selective Addition Reaction of Vinylidenecyclopropanes with Aldehydes, Ketones, and Enones: Facile Synthesis of Vinylcyclopropenes, Allenols, and 1,3-Enynes
作者:Jian-Mei Lu、Min Shi
DOI:10.1021/ol800463k
日期:2008.5.1
Highly selective addition reaction of vinylidenecyclopropanes 1 was realized by treatment with LDA in THF and quenching with aldehydes, ketones, and enones. A number of vinylcyclopropenes, allenols, and 1,3-enynes were obtained selectively in moderate to good yields depending on the nature of different electrophiles.
Lithium Diisopropylamide-Mediated Carbolithiation Reactions of Vinylidenecyclopropanes and Further Transformations of the Adducts
作者:Jian-Mei Lu、Min Shi
DOI:10.1002/chem.200900068
日期:2009.6.8
Synthetic methods: Lithiumdiisopropylamide‐mediated highly selective carbolithiation reactions of vinylidenecyclopropanes are described and further transformations of these adducts were performed in the presence of Lewis or Brønsted acids (see scheme for sample reactions).