Synthesis of α-Methylene-γ-lactone Fused to Seven, Eight, and Fourteen-membered Carbocycle through Intramolecular Cyclization of Functionalized Allylsilane with Acid Chloride

α-Methylene-γ-lactone fused to cycloheptane ring was synthesized by intramolecular cyclization of 8-(ethoxycarbonyl)- or 8-(acetoxymethyl)-9-(trimethylsilyl)non-7-enoyl chloride followed by lactonization. α-Methylene-γ-lactone fused to cyclooctane and cyclotetradecane ring were also synthesized from...

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Veröffentlicht in:Chemistry letters 1998-09, Vol.27 (9), p.875-876
Hauptverfasser: Kuroda, Chiaki, Anzai, Shuzo
Format: Artikel
Sprache:eng
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Zusammenfassung:α-Methylene-γ-lactone fused to cycloheptane ring was synthesized by intramolecular cyclization of 8-(ethoxycarbonyl)- or 8-(acetoxymethyl)-9-(trimethylsilyl)non-7-enoyl chloride followed by lactonization. α-Methylene-γ-lactone fused to cyclooctane and cyclotetradecane ring were also synthesized from 9-(acetoxymethyl)-10-(trimethylsilyl)dec-8-enoyl chloride and 15-(acetoxymethyl)-16-(trimethylsilyl)hexadec-14-enoyl chloride, respectively.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.1998.875