Michael Addition of Lithio-α-(methyldiphenylsilyl)acetate to Cyclopentenone: A direct synthesis of (±)-methyl jasmonate

Von Oppolzer, Wolfgang; Guo, Modao; Baettig, Kurt

doi:10.1002/hlca.19830660725

Scientific article

English

Michael Addition of Lithio-α-(methyldiphenylsilyl)acetate to Cyclopentenone: A direct synthesis of (±)-methyl jasmonate

ContributorsVon Oppolzer, Wolfgang; Guo, Modao; Baettig, Kurt

Published inHelvetica chimica acta, vol. 66, no. 7, p. 2140-2144

Publication date1983-11-02

Abstract

Aprotic 1,4-addition of a lithiated α-(methyldiphenylsilyl)acetate to cyclopentenone and in situ enolate alkylation provides a direct synthesis of (±)-methyl jasmonate (Scheme 3).

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang, GUO, Modao, BAETTIG, Kurt. Michael Addition of Lithio-α-(methyldiphenylsilyl)acetate to Cyclopentenone: A direct synthesis of (±)-methyl jasmonate. In: Helvetica chimica acta, 1983, vol. 66, n° 7, p. 2140–2144. doi: 10.1002/hlca.19830660725

Article (Published version)

Identifiers

PID : unige:168189
DOI : 10.1002/hlca.19830660725

Additional URL for this publicationhttps://onlinelibrary.wiley.com/doi/10.1002/hlca.19830660725

Journal ISSN0018-019X

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Michael Addition of Lithio-α-(methyldiphenylsilyl)acetate to Cyclopentenone: A direct synthesis of (±)-methyl jasmonate

Aprotic 1,4-addition of a lithiated α-(methyldiphenylsilyl)acetate to cyclopentenone and in situ enolate alkylation provides a direct synthesis of (±)-methyl jasmonate (Scheme 3).

Technical informations