Asymmetric synthesis of ibuprofen via diastereoselective alkylation of a homochiral N-acylbornanesultam

Von Oppolzer, Wolfgang; Rosset, Stéphane; De Brabander, Jef

doi:10.1016/s0040-4039(97)00148-2

Scientific article

English

Asymmetric synthesis of ibuprofen via diastereoselective alkylation of a homochiral N-acylbornanesultam

ContributorsVon Oppolzer, Wolfgang; Rosset, Stéphane; De Brabander, Jef

Published inTetrahedron letters, vol. 38, no. 9, p. 1539-1540

Publication date1997-03-03

First online date1998-03-26

Abstract

A very short, 4 step synthesis of 2-(4-isobutylphenyl)propionic acid (ibuprofen) was achieved in 57% overall yield, using a highly diastereoselective alkylation of the chiral enolate derived from N-(4-isobutylphenyl)acetyl bornanesultam as a key step.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, ROSSET, Stéphane, DE BRABANDER, Jef. Asymmetric synthesis of ibuprofen via diastereoselective alkylation of a homochiral N-acylbornanesultam. In: Tetrahedron letters, 1997, vol. 38, n° 9, p. 1539–1540. doi: 10.1016/s0040-4039(97)00148-2

Article (Published version)

Identifiers

PID : unige:155663
DOI : 10.1016/s0040-4039(97)00148-2

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403997001482

Journal ISSN0040-4039

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Asymmetric synthesis of ibuprofen via diastereoselective alkylation of a homochiral N-acylbornanesultam

A very short, 4 step synthesis of 2-(4-isobutylphenyl)propionic acid (ibuprofen) was achieved in 57% overall yield, using a highly diastereoselective alkylation of the chiral enolate derived from N-(4-isobutylphenyl)acetyl bornanesultam as a key step.

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