Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 26, Issue 37, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202300563
Keywords
catalyst-free; [3+2] cycloaddition; indolizidine; pyrroloisoquinoline; N-ylides
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The development of a simple and efficient method for preparing indolizidine derivatives is of great importance. A one-pot protocol using NaBH3CN as reductant has been developed for the [3+2] cycloaddition of isoquinolinium/pyridinium ylides and electron-deficient alkenes, providing a wide range of novel hexahydroindolizidine derivatives in high yields and excellent diastereoselectivities.
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).
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