4.8 Article

Enantioselective Palladium-Catalyzed [3+2] Cycloadditions of Trimethylenemethane with Nitroalkenes

Journal

ORGANIC LETTERS
Volume 14, Issue 1, Pages 234-237

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol2030179

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Funding

  1. NSF
  2. NIH [GM 033049]
  3. W.S. Johnson Graduate Fellowship
  4. Bing Summer Fellowship
  5. Direct For Mathematical & Physical Scien
  6. Division Of Chemistry [0846427] Funding Source: National Science Foundation
  7. Division Of Chemistry
  8. Direct For Mathematical & Physical Scien [1145236] Funding Source: National Science Foundation

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Nitroalkenes readily undergo palladium-catalyzed [3 + 2] cycloaddition with trimethylenemethane to generate nitrocyclopentanes In excellent yield and enantioselectivity. Furthermore, the products thus formed are highly versatile synthetic intermediates and provide convenient access to both cyclopentylamines and cyclopentenones.

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