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

研究成果: 雜誌貢獻文章

1 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

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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