Enantioselective syntheses of (+)-<i>α</i>-skytanthine, (+)-<i>δ</i>-skytanthine and (+)-iridomyrmecin by an intramolecular magnesium-ene reaction

Von Oppolzer, Wolfgang; Jacobsen, E. Jon

doi:10.1016/S0040-4039(00)84199-4

Scientific article

English

Enantioselective syntheses of (+)-α-skytanthine, (+)-δ-skytanthine and (+)-iridomyrmecin by an intramolecular magnesium-ene reaction

ContributorsVon Oppolzer, Wolfgang; Jacobsen, E. Jon

Published inTetrahedron letters, vol. 27, no. 10, p. 1141-1144

Publication date1986

Abstract

Starting from (S)-3-methyl-1-penten-5-o1 3a enantiomerically pure (+)-α-skytanthine 9, (+)-δ-skytanthine 11 and (+)-iridomyrmecin 12 were synthesized via the magnesium-ene reaction 2 → 1.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, JACOBSEN, E. Jon. Enantioselective syntheses of (+)-α-skytanthine, (+)-δ-skytanthine and (+)-iridomyrmecin by an intramolecular magnesium-ene reaction. In: Tetrahedron letters, 1986, vol. 27, n° 10, p. 1141–1144. doi: 10.1016/S0040-4039(00)84199-4

Article (Published version)

Identifiers

PID : unige:167133
DOI : 10.1016/S0040-4039(00)84199-4

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900841994

Journal ISSN0040-4039

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Enantioselective syntheses of (+)-α-skytanthine, (+)-δ-skytanthine and (+)-iridomyrmecin by an intramolecular magnesium-ene reaction

Starting from (S)-3-methyl-1-penten-5-o1 3a enantiomerically pure (+)-α-skytanthine 9, (+)-δ-skytanthine 11 and (+)-iridomyrmecin 12 were synthesized via the magnesium-ene reaction 2 → 1.

Technical informations