Organocatalytic kinetic resolution of racemic secondary nitroallylic alcohols combined with simultaneous desymmetrization of prochiral cyclic anhydrides

Suparna Roy, Kan Fu Chen, Ramani Gurubrahamam, Kwunmin Chen

研究成果: 雜誌貢獻期刊論文同行評審

17 引文 斯高帕斯(Scopus)

摘要

This study describes an organocatalytic kinetic resolution of racemic secondary nitroallylic alcohols (2) combined with simultaneous desymmetrization of prochiral cyclic anhydrides (1). The experimental results revealed that enantioselective alcoholysis of 3-substituted glutaric anhydrides afforded hemiesters (3) with high levels of enantioselectivities (up to 99% ee) in the presence of cinchonidine-derived thiourea catalyst (IV). The highly optical enrichment (up to 95% ee) of (S)-nitroallylic alcohols (2) was recovered.

原文英語
頁(從 - 到)8955-8959
頁數5
期刊Journal of Organic Chemistry
79
發行號19
DOIs
出版狀態已發佈 - 2014 十月 3

ASJC Scopus subject areas

  • Organic Chemistry

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