期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 15, 期 24, 页码 6065-6073出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200900068
关键词
allenols; Bronsted acids; carbolithiation reactions; electrophilic addition; Lewis acids
资金
- Shanghai Municipal Committee of Science and Technology [06XD14005, 08dj1400100-2]
- National Basic Research Program of China (973) [2009CB825300]
- National Natural Science Foundation of China [20472096, 20872162, 20672127, 20821002, 20732008]
Highly stereo- and regioselective carbolithiation reactions of vinylidenecyclopropanes 1 were realized by treatment with lithium diisopropylamide (LDA) in THF and by quenching with various electrophiles such as aryl or aliphatic aldehydes, ketones, enones or propargyl bromide. Transformation of these adducts such as vinylcyclopropenes and allenols was also performed in the presence of Lewis acid or Bronsted acid to provide the fused and conjugated aromatic products in good to high yields under mild conditions.
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