Formal Syntheses of (-)-Quinocarcinamide and (-)-Quinocarcin.

Song, Tianhang; Wu, Yifan; Ren, Jun; Wang, Zhongwen

Song, Tianhang; Wu, Yifan; Ren, Jun; Wang, Zhongwen.

Afiliación

Song T; State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, 94# Weijin Road, Tianjin 300071, China.
Wu Y; State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, 94# Weijin Road, Tianjin 300071, China.
Ren J; State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, 94# Weijin Road, Tianjin 300071, China.
Wang Z; State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, 94# Weijin Road, Tianjin 300071, China.

Org Lett ; 26(34): 7100-7104, 2024 Aug 30.

Article en En | MEDLINE | ID: mdl-39145720

ABSTRACT

ABSTRACT

Concise and scalable formal syntheses of (-)-quinocarcinamide and (-)-quinocarcin have been achieved in 9 steps with 9% overall yield from simple commercially available chemicals. The synthetic strategy features an ortho-regioselective Pictet-Spengler cyclization for the construction of the tetrahydroisoquinoline skeleton, a stereoselective formal intramolecular [3 + 2] cross cycloaddition of cyclopropane 1,1-diester with an imine for the construction of the 3,8-diazabicyclo[3.2.1]octane skeleton.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos

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