Unprecedented chemo-enzymatic synthesis of stereochemically pure 3-acetoxy-2-methyl-2-vinylcycloalkanones

Ken Ichi Fuhshuku, Mina Tomita, Takeshi Sugai

Research output: Contribution to journal › Article

10 Citations (Scopus)

Abstract

A new approach to 3-acetoxy-2-methyl-2-vinylcyclohexanone and 3-acetoxy-2-methyl-2-vinylcyclopentanone in stereochemically pure state, by means of a combination of yeast-catalyzed reduction and subsequent radical β-fragmentation is described.

Original languageEnglish
Pages (from-to)1763-1767
Number of pages5
JournalTetrahedron Letters
Volume45
Issue number8
DOIs
Publication statusPublished - 2004 Feb 16

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Yeast
Yeasts

Keywords

  • Hydroxyketone
  • Radical β-fragmentation
  • Substituted cyclohexanone
  • Substituted cyclopentanone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Unprecedented chemo-enzymatic synthesis of stereochemically pure 3-acetoxy-2-methyl-2-vinylcycloalkanones. / Fuhshuku, Ken Ichi; Tomita, Mina; Sugai, Takeshi.

In: Tetrahedron Letters, Vol. 45, No. 8, 16.02.2004, p. 1763-1767.

Research output: Contribution to journal › Article

Fuhshuku, KI, Tomita, M & Sugai, T 2004, 'Unprecedented chemo-enzymatic synthesis of stereochemically pure 3-acetoxy-2-methyl-2-vinylcycloalkanones', Tetrahedron Letters, vol. 45, no. 8, pp. 1763-1767. https://doi.org/10.1016/j.tetlet.2003.12.084
Fuhshuku KI, Tomita M, Sugai T. Unprecedented chemo-enzymatic synthesis of stereochemically pure 3-acetoxy-2-methyl-2-vinylcycloalkanones. Tetrahedron Letters. 2004 Feb 16;45(8):1763-1767. https://doi.org/10.1016/j.tetlet.2003.12.084
Fuhshuku, Ken Ichi ; Tomita, Mina ; Sugai, Takeshi. / Unprecedented chemo-enzymatic synthesis of stereochemically pure 3-acetoxy-2-methyl-2-vinylcycloalkanones. In: Tetrahedron Letters. 2004 ; Vol. 45, No. 8. pp. 1763-1767.
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