Journal
CHINESE JOURNAL OF CHEMISTRY
Volume 40, Issue 3, Pages 317-322Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.202100621
Keywords
Atropisomerism; Axially chiral anilides; SadPhos; Desymmetrization; Sonogashira cross-coupling; Kinetic resolution
Categories
Funding
- NSFC [22031004, 21921003, 21901043]
- Shanghai Municipal Education Commission [20212308]
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An efficient synthesis of axially chiral anilides was described using Pd-catalyzed desymmetric Sonogashira cross-coupling reactions with the utilization of a newly identified Ming-Phos. Moderate to high yields with high enantioselectivities (up to 98% ee) were obtained in the study.
Comprehensive Summary Atropisomeric anilides are one of important C-N axially chiral compounds. Compared with the N-terminal functionalization to prepare such compounds, C-terminal functionalization strategies have been rarely reported. We describe herein an efficient synthesis of axially chiral anilides enabled by Pd-catalyzed desymmetric Sonogashira cross-coupling reactions with the use of a newly identified Ming-Phos. Moderate to high yields with high enantioselectivities (up to 98% ee) were obtained.
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