Stereocontrolled total synthesis of (-)-kainic acid. Regio- and stereoselective lithiation of pyrrolidine ring with the (+)-sparteine surrogate

Yasuhiro Morita, Hidetoshi Tokuyama, Tohru Fukuyama

研究成果: Article査読

53 被引用数 (Scopus)

抄録

(Chemical Equation Presented) A stereocontrolled total synthesis of (-)-kainic acid is described. cis-3,4-Disubstituted pyrrolidine ring was constructed by [3 + 2] cycloaddition of azomethine ylide with chiral butenolide. The crucial introduction of carboxyl group at the C-2 position was executed by regio- and stereoselective lithiation of the pyrrolidine ring in the presence of a (+)-sparteine surrogate followed by trapping with carbon dioxide.

本文言語English
ページ(範囲)4337-4340
ページ数4
ジャーナルOrganic letters
7
20
DOI
出版ステータスPublished - 2005 9 29
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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