4.7 Article

Construction of 1-pyrroline skeletons by Lewis acid-mediated conjugate addition of vinyl azides

期刊

CHEMICAL COMMUNICATIONS
卷 52, 期 12, 页码 2473-2476

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc10299e

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  1. Nanyang Technological University (NTU)
  2. Singapore Ministry of Education (Academic Research Fund Tier 1) [2015-T1-001-040]

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Lewis acid-mediated conjugate addition of vinyl azides to electrondeficient alkenes led to the efficient construction of 1-pyrroline skeletons. The reactions of vinyl azides with 3-alkylidene-2-oxoindolines afford 30,40-dihydrospiro[indoline-3,20-pyrrol]-2-ones in a diastereoselective fashion, whereas those with dimethyl 2-alkylidenemalonates provide 4,5-dihydro-3H-pyrroles.

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