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

Wolfgang Oppolzer, Stephane Rosset, Jef De Brabander

Research output: Contribution to journalArticle

26 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)1539-1540
Number of pages2
JournalTetrahedron Letters
Volume38
Issue number9
DOIs
StatePublished - Mar 3 1997

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Ibuprofen
Alkylation
propionic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Asymmetric synthesis of ibuprofen via diastereoselective alkylation of a homochiral N-acylbornanesultam. / Oppolzer, Wolfgang; Rosset, Stephane; De Brabander, Jef.

In: Tetrahedron Letters, Vol. 38, No. 9, 03.03.1997, p. 1539-1540.

Research output: Contribution to journalArticle

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