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Organocatalyst-mediated asymmetric one-pot/two domino/three-component coupling reactions for the synthesis of trans-hydrindanes.
Mori, Naoki; Tachibana, Toshiki; Umekubo, Nariyoshi; Hayashi, Yujiro.
Afiliación
  • Mori N; Department of Chemistry, Graduate School of Science, Tohoku University Sendai 980-8578 Japan yujiro.hayashi.b7@tohoku.ac.jp.
  • Tachibana T; Department of Chemistry, Graduate School of Science, Tohoku University Sendai 980-8578 Japan yujiro.hayashi.b7@tohoku.ac.jp.
  • Umekubo N; Department of Chemistry, Graduate School of Science, Tohoku University Sendai 980-8578 Japan yujiro.hayashi.b7@tohoku.ac.jp.
  • Hayashi Y; Department of Chemistry, Graduate School of Science, Tohoku University Sendai 980-8578 Japan yujiro.hayashi.b7@tohoku.ac.jp.
Chem Sci ; 15(15): 5627-5632, 2024 Apr 17.
Article en En | MEDLINE | ID: mdl-38638214
ABSTRACT
Highly substituted trans-hydrindanes were synthesized by the three-component coupling reactions of 1,3-diethyl 2-(2-oxopropylidene)propanedioate and two different α,ß-unsaturated aldehydes catalyzed by diphenylprolinol silyl ether. The reaction proceeds via two successive independent catalytic domino reactions in a one-pot reaction by a single chiral catalyst. Domino reactions involve Michael/Michael and Michael/aldol reactions to afford trans-hydrindanes with excellent diastereoselectivity and nearly optically pure form.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido