The combination of domino process and kinetic resolution: Organocatalytic synthesis of functionalised cyclopentenes by sequential S N2′- Michael reaction

Lun Fu Yeh, Shaik Anwar, Kwunmin Chen

研究成果: 雜誌貢獻文章

28 引文 斯高帕斯(Scopus)

摘要

An interesting combination of organocatalytic cascade reaction and kinetic resolution was developed for the synthesis of functionalised cyclopentenes by sequential S N2′-Michael process. Treatment of the racemic nitroallylic acetates with glutaraldehyde in the presence of diphenylprolinol silyl ether to give tetrasubstituted cyclopentenes with high to excellent stereoselectivities (up to 96% ee and 12:1 dr). The less reactive enantiomeric substrates were generally recovered with good to excellent optical purities (up to 99% ee).

原文英語
頁(從 - 到)7317-7321
頁數5
期刊Tetrahedron
68
發行號36
DOIs
出版狀態已發佈 - 2012 九月 9

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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