Access to enantiomerically pure intermediates for (-)-geosmin synthesis starting from (4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen- 2(3H)-one

Ken Ichi Fuhshuku, Takeshi Sugai

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Enantiomerically pure key intermediates for the synthesis of the natural enantiomer of geosmin were synthesized from (4aS,5S)-4,4a,5,6,7,8-hexahydro-5- hydroxy-4a-methylnaphthalen-2(3H)-one.

Original languageEnglish
Pages (from-to)2267-2272
Number of pages6
JournalBioscience, Biotechnology and Biochemistry
Volume66
Issue number10
Publication statusPublished - 2002 Oct

Fingerprint

geosmin
Enantiomers
enantiomers
synthesis
(4aS,5S)-(+)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one

Keywords

  • Cyclopropanation
  • Geosmin
  • Hydrogenation
  • Wieland-Miescher ketone

ASJC Scopus subject areas

  • Food Science
  • Applied Microbiology and Biotechnology
  • Chemistry (miscellaneous)
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Biotechnology
  • Bioengineering

Cite this

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title = "Access to enantiomerically pure intermediates for (-)-geosmin synthesis starting from (4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen- 2(3H)-one",
abstract = "Enantiomerically pure key intermediates for the synthesis of the natural enantiomer of geosmin were synthesized from (4aS,5S)-4,4a,5,6,7,8-hexahydro-5- hydroxy-4a-methylnaphthalen-2(3H)-one.",
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AU - Fuhshuku, Ken Ichi

AU - Sugai, Takeshi

PY - 2002/10

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N2 - Enantiomerically pure key intermediates for the synthesis of the natural enantiomer of geosmin were synthesized from (4aS,5S)-4,4a,5,6,7,8-hexahydro-5- hydroxy-4a-methylnaphthalen-2(3H)-one.

AB - Enantiomerically pure key intermediates for the synthesis of the natural enantiomer of geosmin were synthesized from (4aS,5S)-4,4a,5,6,7,8-hexahydro-5- hydroxy-4a-methylnaphthalen-2(3H)-one.

KW - Cyclopropanation

KW - Geosmin

KW - Hydrogenation

KW - Wieland-Miescher ketone

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