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- Title
Thiourea‐Catalyzed Asymmetric Michael Addition of Carbazolones to 2‐Chloroacrylonitrile: Total Synthesis of 5,22‐Dioxokopsane, Kopsinidine C, and Demethoxycarbonylkopsin.
- Authors
Ni, Dongshun; Wei, Yi; Ma, Dawei
- Abstract
Abstract: A modified Takemoto catalyst enabled the asymmetric Michael addition of carbazolones to 2‐chloroacrylonitrile to afford 3,3‐disubstituted carbazolones with excellent enantioselectivity. This method was successfully applied to total syntheses of three Kopsia alkaloids which featured an unprecedented MnIII‐mediated oxidative cyclization to create the caged ring system and a SmI2‐mediated reductive coupling as key steps.
- Subjects
METHANOL; CHROMATOGRAPHIC analysis; PLANT extracts; ANTIBACTERIAL agents; DICHLOROMETHANE
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 32, p10364
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201805905