Indium-Catalyzed Homo-Nazarov Cyclizations of Alkenyl Cyclopropyl Ketones
2010; American Chemical Society; Volume: 12; Issue: 24 Linguagem: Inglês
10.1021/ol102497w
ISSN1523-7060
AutoresDadasaheb V. Patil, Lien H. Phun, Stefan France,
Tópico(s)Catalytic Alkyne Reactions
ResumoHerein, an efficient Lewis acid catalyzed protocol for the homo-Nazarov cyclizations of alkenyl cyclopropyl ketones is reported. Alkenes bearing β-hydrogens (or silyl groups) provide 1.5:1 mixtures of methylene cyclohexenols and cyclohexenones. When no β-hydrogens (or silyl groups) are present, only cyclohexenones are observed. Products are rapidly formed in good to high yields (up to 93%) under mild conditions and could be readily derivatized.
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