LDA-mediated domino carbolithiation reactions of vinylidenecyclopropanes with but-3-yn-2-one and 1-phenylprop-2-yn-1-one
摘要:
A novel domino carbolithiation reaction of vinylidenecyclopropanes 1 with but-3-yn-2-one and 1-phenylprop-2-yn-1-one by treating with LDA in THF was observed to give the corresponding adducts in moderate to good yields. The scope and limitations as well as the plausible mechanism have been discussed on the basis of control experiments. (C) 2009 Elsevier Ltd. All rights reserved.
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).
LDA-Mediated Cascade Carbolithiation Reactions of Vinylidenecyclopropanes with Enones and N-Sulfonated Imines as well as Nitroalkene and (Phenylmethylidene)malononitrile
作者:Bei-Li Lu、Jian-Mei Lu、Min Shi
DOI:10.1002/ejoc.201101403
日期:2012.1
LDA-mediatedcascadecarbolithiationreactions of vinylidenecyclopropanes with enones and N-sulfonatedimines as well as nitroalkene and (phenylmethylidene)malononitrile in THF at –78 °C have been realized; the corresponding novel adducts were produced in moderate to good yields with moderate to high diastereoselectivities. The scope and limitations are discussed as well as a plausible reaction mechanism
Butyl lithium (nBuLi)-mediated carboxylation of vinylidenecyclopropanes with CO2
作者:Bei-Li Lu、Jian-Mei Lu、Min Shi
DOI:10.1016/j.tet.2009.09.004
日期:2009.11
A novel butyl lithium ((BuLi)-Bu-n)-mediated carboxylation of vinyl idenecyclop to panes with CO2 in THF at -78 degrees C followed by the further transformation has been realized to afford the corresponding carboxylic adducts in moderate to good yields under normal conditions. The scope and limitations as well as the plausible reaction mechanism have been also discussed in this paper. (c) 2009 Elsevier Ltd. All rights reserved.