4.6 Article

Enantio- and periselective nitroalkene Diels-Alder reaction

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 46, Pages 9134-9136

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob26674a

Keywords

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Funding

  1. Florida Department of Health [07KN-12]
  2. National Science Foundation [CHE-1152850, CHE-0946858]
  3. Division Of Chemistry [0946858] Funding Source: National Science Foundation

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The periselective Diels-Alder reaction of 5-substituted penta-methylcyclopentadienes and nitroethylene has been realized by helical-chiral hydrogen bond donor catalysts. To our knowledge, this represents the first asymmetric catalytic nitroalkene Diels-Alder reaction via activation of nitroalkene, and thus establishes its proof-of-principle.

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