Asymmetric aldol reaction of 2-cyanopropionates catalyzed by a trans-chelating chiral diphosphine-rhodium(I) complex: Highly enantioselective construction of quaternary chiral carbon centers at α-positions of nitriles

Ryoichi Kuwano, Hiroshi Miyazaki, Yoshihiko Ito

研究成果: ジャーナルへの寄稿記事

36 引用 (Scopus)

抜粋

The aldol reaction of 2-cyanopropionates with aldehydes proceeded under neutral conditions in the presence of a catalytic amount of the rhodium complex generated in situ from Rh(acac)(CO)2 and triphenylphosphine, to give the corresponding β-hydroxy-α-cyanocarboxylates bearing a quaternary chiral carbon center at the α-position of the cyano group. A high degree of asymmetric induction for the aldol reaction was achieved by use of trans-chelating chiral diphosphine ligands, (R,R)-2,2″-bis[(S)-1-(diarylphosphino)ethyl]-1,1″-biferrocenes (TRAPs). The asymmetric aldol reactions gave optically active β-hydroxy-α-cyanocarboxylates with up to 94% ee.

元の言語英語
ページ(範囲)18-29
ページ数12
ジャーナルJournal of Organometallic Chemistry
603
発行部数1
DOI
出版物ステータス出版済み - 5 22 2000
外部発表Yes

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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