Enantioselective synthesis of the alleged structure of norpectinatone

Von Oppolzer, Wolfgang; Moretti, Robert; Bernardinelli, Gérald Hugues

doi:10.1016/S0040-4039(00)85045-5

Scientific article

English

Enantioselective synthesis of the alleged structure of norpectinatone

ContributorsVon Oppolzer, Wolfgang; Moretti, Robert; Bernardinelli, Gérald Hugues

Published inTetrahedron letters, vol. 27, no. 39, p. 4713-4716

Publication date1986

Abstract

The deoxypolyproplonate 13 was synthesized from (S)-2-methyl-1-butanol by a reaction sequence featuring two highly π-face selective organocopper/enoate additions 1 → 4 and 7 → 8. Neither 13 (the configuration of which was confirmed by X-ray analysis of 8) nor epimer 16 (prepared via the key step 14 → 15) are identical with norpectinatone. A synthesis of deoxypolypropionate 13 via face selective organocopper/enoate additions.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, MORETTI, Robert, BERNARDINELLI, Gérald Hugues. Enantioselective synthesis of the alleged structure of norpectinatone. In: Tetrahedron letters, 1986, vol. 27, n° 39, p. 4713–4716. doi: 10.1016/S0040-4039(00)85045-5

Article (Published version)

Identifiers

PID : unige:167205
DOI : 10.1016/S0040-4039(00)85045-5

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900850455

Journal ISSN0040-4039

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Enantioselective synthesis of the alleged structure of norpectinatone

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