Synthesis and Stereochemical Behavior of Ketoester Derivatives having trans -Cyclononene Skeleton

• Inoue Hiroko

  Department of Molecular and Material Sciences, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University

• Igawa Kazunobu

  Department of Molecular and Material Sciences, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University

• Tomooka Katsuhiko

  Institute for Materials Chemistry and Engineering, Kyushu University

Bibliographic Information

Other Title

• trans-シクロノネン骨格を有するケトエステル誘導体の合成とその立体化学的挙動

Abstract

It has been found that the enolate formation followed by the alkylation of cyclic ketoester 2 provides (pR*, S*)-1 predominantly as a kinetic product. Planar chirality of 1 is labile at ambient temperature, hence (pR*, S*)-1 easily isomerizes to thermodynamically more favorable (pS*, S*)-1.

Journal

• 九州大学大学院総合理工学報告

  九州大学大学院総合理工学報告 32 (3), 19-22, 2010-11

  Interdisciplinary Graduate School of Engineering Sciences, Kyushu University

Keywords

• Ketoester, Alkylation
• Dynamic Chirality
• Planar Chirality

Details

• CRID: 1390853649767122304
• NII Article ID: 120002564597
• NII Book ID: AA1147319X
• DOI: 10.15017/18543
• HANDLE: 2324/18543
• Text Lang: ja
• Data Source:
  • JaLC
  • IRDB
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Allowed