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Functionalization with silyl enol ethers, VI Zinc chloride mediated alkoxyalkylation of O-methyl-O-trimethylsilyl) keten acetals with 2-alkoxy-1,3-dioxolanes

Funktionalisierung mit Silylenolethern, VI. Zinkchlorid-induzierte Alkoxyalkylierung von O-Methyl-O-(trimethylsilyl)keten-acetal mit 2-Alkoxy-1,3-dioxolan

  • Organische Chemie Und Biochemie
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Abstract

O-Methyl-O-(trimethylsilyl) keten acetals2 were regioselectively alkoxyalkylated by 2-alkoxy-1,3-dioxolanes1 in the presence of zinc chloride. This method represents a good way for synthesis of α-protected β-keto carbonic esters4.

Zusammenfassung

O-Methyl-O-(trimethylsilyl)keten-acetale wurden mit 2-Alkoxy-1,3-dioxolanen1 in Gegenwart von Zinkdichlorid regioselektiv alkoxyalkyliert. Dieses Verfahren stellt einen guten Weg zur Gewinnung von α-geschützten β-Ketokarbonsäureestern4 dar.

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Author information

Authors and Affiliations

  1. Chemistry Department, Research Institute for Basic Sciences, P.O. Box 74, Gebze-Kocaeli, Turkey

    Eyüp Akgün & Mustafa Tunali

  2. Fachbereich Pharmazie, Johannes-Gutenberg-Universität Mainz, D-6500, Mainz, Bundesrepublik Deutschland

    Ulf Pindur

Authors
  1. Eyüp Akgün
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  2. Mustafa Tunali
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  3. Ulf Pindur
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Additional information

a)Akgün E,Pindur U (1983) Chem-Ztg 107: 236; b)Akgün E,Pindur U (1983) 107: 237; c)Akgün E,Pindur U (1984) Synthesis 1984: 227; d)Akgün E,Pindur U (1984) Monatsh Chem 115: 587; e)Akgün E,Pindur U (1985) Liebigs Ann Chem 1985: 2472

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Akgün, E., Tunali, M. & Pindur, U. Functionalization with silyl enol ethers, VI Zinc chloride mediated alkoxyalkylation of O-methyl-O-trimethylsilyl) keten acetals with 2-alkoxy-1,3-dioxolanes. Monatsh Chem 118, 363–367 (1987). https://doi.org/10.1007/BF00809947

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  • DOI: https://doi.org/10.1007/BF00809947

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