Enantioselective synthesis of imperanene via enzymatic asymmetrization of an intermediary 1,3-diol

Jason Alexander Carr, Kirpal S. Bisht

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

(Chemical Equation Presented) Using a chemoenzymatic synthetic strategy, (S)-imperanene and its (R)-enantiomer has been synthesized from vanillin in nine steps. The key step in the synthesis involves the use of Pseudomonas cepacia lipase (PS-30) to induce asymmetrization of the intermediary prochiral 1,3-diol in >97% ee.

Original languageEnglish (US)
Pages (from-to)3297-3300
Number of pages4
JournalOrganic Letters
Volume6
Issue number19
DOIs
StatePublished - Sep 16 2004
Externally publishedYes

Fingerprint

Burkholderia cepacia
Enantiomers
Lipase
pseudomonas
enantiomers
synthesis
imperanene
vanillin

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Enantioselective synthesis of imperanene via enzymatic asymmetrization of an intermediary 1,3-diol. / Carr, Jason Alexander; Bisht, Kirpal S.

In: Organic Letters, Vol. 6, No. 19, 16.09.2004, p. 3297-3300.

Research output: Contribution to journalArticle

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