Stereoselective Formal Synthesis of (+)-Allokainic Acid via Thiol-Mediated Acyl Radical Cyclization

スポンサーリンク

概要

• 論文の詳細を見る

• Stereoselective formal synthesis of (+)-allokainic acid was accomplished starting from L-glutamate by using a thiol-mediated acyl radical cyclization as a key step. The cyclization of a formylalkenoate proceeded in a highly diastereoselective manner to give trans-4,5-disubstituted pyrrolidin-3-one without the production of the cis-isomer. The pyrrolidinone was then converted into the established synthetic intermediate of (+)-allokainic acid via the iron-catalyzed coupling reaction with an isopropenyl Grignard reagent.

• 公益社団法人　日本薬学会の論文

著者

• Sato Tomohiro

  Graduate School Of Pharmaceutical Sciences Kyoto Univ.

• Yamada Ken-ichi

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Hosoi Masaki

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Yamamoto Yasutomo

  Faculty of Pharmaceutical Sciences, Doshisha Womens College of Liberal Arts

• Tomioka Kiyoshi

  Faculty of Pharmaceutical Sciences, Doshisha Womens College of Liberal Arts

• Tomioka Kiyoshi

  Faculty Of Pharmaceutical Sciences Kyoto University

• Yamada Ken-ichi

  Graduate School Of Pharmaceutical Sciences The University Of Tokyo

• Sato Tomohiro

  Graduate School of Pharmaceutical Sciences, Kyoto University

• Yamamoto Yasutomo

  Faculty of Pharmaceutical Sciences, Doshisha Women's College of Liberal Arts

関連論文

• Stereoselective Formal Synthesis of (+)-Allokainic Acid via Thiol-Mediated Acyl Radical Cyclization
• Stereoselective Radical Addition of an Acetal to Sterically Tuned Enantiomerically Pure N-Sulfinyl Imines
• Asymmetric Construction of Binaphthyl by the Chiral Diether-Mediated Conjugate Addition of Naphthyllithium to Naphthalenecarboxylic Acid 2,6-Di-t-butyl-4-methoxyphenyl Ester
• Radical Reactions Initiated by Dimethylzinc
• Ion Channel Properties of Disulfide-Linked Dimer Derivatives of Peptaibol, Trichosporin-B-VIa
• Chiral Amidophosphane–Rhodium(I)-Catalyzed Asymmetric Conjugate Arylation of Acyclic Enones with Arylboronic Acids
• Efficient Chiral Amidophosphine Ligand for Copper-catalyzed Asymmetric Addition of Diethylzinc to N-Sulfonylimines
• Catalytic asymmetric intramolecular allylation of aldehyde
• PB183 TOTAL SYNTHESIS OF SESBANIMIDE A FROM D-GLUCOSE
• Catalytic Asymmetric Syntheses of ICI-199441 and CP-99994 Using Nitro-Mannich Reaction

スポンサーリンク