Nitrone and Alkyne Cascade Reactions for Regio‐ and Diastereoselective 1‐Pyrroline Synthesis

• Published in: Angewandte Chemie International Edition Vol. 60; no. 23; pp. 13089 - 13097
• Main Authors: Zhang, Guanqun, Alshreimi, Abdullah S., Alonso, Laura, Antar, Alan, Yu, Hsien‐Cheng, Islam, Shahidul M., Anderson, Laura L.
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 01.06.2021; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: 1-pyrroline; Alkynes; Cascade chemical reactions; Chemistry; Chemistry, Multidisciplinary; Cycloaddition; cycloalkynes; dipolar cycloaddition; Divergence; nitrones; Physical Sciences; Science & Technology; sigmatropic rearrangement cascade; Stereoselectivity; nitrones; cycloalkynes; dipolar cycloaddition; 1-pyrroline; sigmatropic rearrangement cascade

The synthesis of 1‐pyrrolines from N‐alkenylnitrones and alkynes has been explored as a retrosynthetic alternative to traditional approaches. These cascade reactions are formal [4+1] cycloadditions that proceed through a proposed dipolar cycloaddition and N‐alkenylisoxazoline [3,3′]‐sigmatropic rear...