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

  • Jason Alexander Carr
    ,
  • Kirpal S. Bisht(corresponding author)
*Corresponding author for this work
  • University of South Florida
Scholary Output:
Contribution to journal
Article
 Peer-review

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.

Publication Information

Output type

Scholary Output:
Contribution to journal
Article
 Peer-review

Original language

English (US)

Pages from-to (Number of pages)

Pages 3297-3300 (4 pages)

Journal (Volume, Issue Number)

Organic Letters (Volume 6, Issue 19)

Publication milestones

  • Published - 09/16/2004

Publication status

Published - 09/16/2004

ISSN

1523-7060

Publication IDs

  • Scopus: 4644278675
  • PubMed: 15355036

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Publication metrics

Metrics

SciVal
FWCI
0.56
SciVal
Author count
2
SciVal
citations
15
SciVal
Paper percentile
65
Fractional count
1
Fractional count
0.50
Fractional count
1
Fractional count
0.50
Fractional count
1
Fractional count
1
Scopus
citations
17, opens in new tab

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Citation count
16
Captures
15