Asymmetric Synthesis of Functionalized Phenylalanine Derivatives via Rh-Catalyzed Conjugate Addition and Enantioselective Protonation Cascade

Jia Hong Jian, Hao Wei Zeng, Ting Shen Kuo, Ping Yu Wu, 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

The asymmetric conjugate addition of arylboronic acids to N-phthalimidodehydroalanine 1i catalyzed by Rh(I)/L1a enables the facile preparation of chiral functionalized phenylalanines. The reaction proceeds by a conjugate addition and enantioselective protonation cascade, affording a rhodium enolate that undergoes re-face protonation. The reaction tolerates various arylboronic acids and can be used in the gram-scale synthesis of (S)-phenylalanine hydrochloride, demonstrating the reaction scope and the synthetic feasibility of the process.

原文英語
頁(從 - 到)9468-9472
頁數5
期刊Organic Letters
21
發行號23
DOIs
出版狀態已發佈 - 2019 十二月 6

ASJC Scopus subject areas

  • 生物化學
  • 物理與理論化學
  • 有機化學

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