Total synthesis of (±)chokol-A via an intramolecular type-I-magnesium ene reaction

Von Oppolzer, Wolfgang; Cunningham, Allan Francis Jr.

doi:10.1016/S0040-4039(00)85239-9

Scientific article

English

Total synthesis of (±)chokol-A via an intramolecular type-I-magnesium ene reaction

ContributorsVon Oppolzer, Wolfgang; Cunningham, Allan Francis Jr.

Published inTetrahedron letters, vol. 27, no. 45, p. 5467-5470

Publication date1986

Abstract

The sesquiterpene (±)chokol-A (1) was synthesized in a diastereoselective manner starting from 1-hexen-5-one-trisylhydrazone (5). The key step 7 → 8 involves the regio- and stereo-selective magnesium-ene reaction 4 → 3.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, CUNNINGHAM, Allan Francis Jr. Total synthesis of (±)chokol-A via an intramolecular type-I-magnesium ene reaction. In: Tetrahedron letters, 1986, vol. 27, n° 45, p. 5467–5470. doi: 10.1016/S0040-4039(00)85239-9

Article (Published version)

Identifiers

PID : unige:167203
DOI : 10.1016/S0040-4039(00)85239-9

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900852399

Journal ISSN0040-4039

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Total synthesis of (±)chokol-A via an intramolecular type-I-magnesium ene reaction

The sesquiterpene (±)chokol-A (1) was synthesized in a diastereoselective manner starting from 1-hexen-5-one-trisylhydrazone (5). The key step 7 → 8 involves the regio- and stereo-selective magnesium-ene reaction 4 → 3.

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