Asymmetric Synthesis of β-Aryl β-Imido Sulfones Using Rhodium Catalysts with Chiral Diene Ligands: Synthesis of Apremilast

Jin Fong Syu, Balraj Gopula, Jia Hong Jian, Wei Sian Li, Ting Shen Kuo, Ping Yu Wu, Julian P. Henschke, Meng Chi Hsieh, Ming Kang Tsai, Hsyueh Liang Wu*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

9 引文 斯高帕斯(Scopus)

摘要

A chiral rhodium(I)-diene catalyst enabled the one-step synthesis of β-aryl β-imido sulfones under mild reaction conditions. By selection of the chiral diene ligand L1a or L2, each enantiomer of the chiral β-aryl β-imido sulfone target can be accessed with high stereoselectivity. Demonstration of the scope of the reaction, which includes the synthesis of an N-protected chiral β-amino β-phenyl sulfone, culminated with the efficient synthesis of the heteroatom-rich active pharmaceutical ingredient apremilast.

原文英語
頁(從 - 到)4614-4618
頁數5
期刊Organic Letters
21
發行號12
DOIs
出版狀態已發佈 - 2019 六月 21

ASJC Scopus subject areas

  • 生物化學
  • 物理與理論化學
  • 有機化學

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