Synthesis of 4-Hydroxy-2-cyclopentenone Derivatives by [3 + 2] Annulation of β-Heteroatom-Substituted Acryloylsilanes and Lithium Enolate of Methyl Ketones

The [3 + 2] annulation using β-[2-(pyridyl)thio] and β,β-dichloro derivatives of acryloylsilane and the lithium enolate of methyl ketones successfully proceeded to afford 4-alkyl-4-hydroxy-3-(2-pyridylthio)cyclopentanone and 4-alkyl-3-chloro-4-hydroxy-2-cyclopentenone, respectively.

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Veröffentlicht in:Chemistry letters 1998-11, Vol.27 (11), p.1157-1158
Hauptverfasser: Takeda, Kei, Ohtani, Yasuhiro, Ando, Emi, Fujimoto, Ken-ichi, Yoshii, Eiichi, Koizumi, Toru
Format: Artikel
Sprache:eng
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Zusammenfassung:The [3 + 2] annulation using β-[2-(pyridyl)thio] and β,β-dichloro derivatives of acryloylsilane and the lithium enolate of methyl ketones successfully proceeded to afford 4-alkyl-4-hydroxy-3-(2-pyridylthio)cyclopentanone and 4-alkyl-3-chloro-4-hydroxy-2-cyclopentenone, respectively.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.1998.1157