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Catalyst-Free [3+2] Cycloaddition of Isoquinolinium/Pyridinium Ylides and Electron-Deficient Alkenes
Authors:Xueting Zhou  Jun Shi  Jun-Rong Song  Prof. Dr. Wei-Dong Pan  Prof. Dr. Hai Ren  Prof. Dr. Wei Wu
Affiliation:State Key Laboratory of Functions, and Applications of Medicinal Plants, Guizhou Medical University, The Key laboratory of Chemistry for, Natural Products of Guizhou Province, and Chinese Academy of Science, Guiyang, 550014 P. R. China
Abstract:
The development of simple-to-operate methods for the preparation of indolizidine derivatives are of great importance. A mild one-pot protocol for the [3+2] cycloaddition of isoquinolinium/pyridinium ylides and electron-deficient alkenes using NaBH3CN as reductant has been developed. The protocol has a broad substrate scope (more than 40 examples) and provides various novel hexahydroindolizidine derivatives in high yields and excellent diastereoselectivities (up to >20/1).
Keywords:catalyst-free  [3+2] cycloaddition  indolizidine  pyrroloisoquinoline  N-ylides
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