4.8 Article

Highly Efficient, Facile, Room Temperature Intermolecular [5+2] Cycloadditions Catalyzed by Cationic Rhodium(I): One Step to Cycloheptenes and Their Libraries

Journal

ORGANIC LETTERS
Volume 12, Issue 7, Pages 1604-1607

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol100337m

Keywords

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Funding

  1. National Science Foundation [CHE-0450638]
  2. NSF Graduate Research Fellowship
  3. German Academic Exchange Service
  4. Direct For Mathematical & Physical Scien
  5. Division Of Chemistry [0848280] Funding Source: National Science Foundation

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A cationic rhodium(I) complex-[(C(10)H(8))Rh(cod)](+) SbF(6)(-)-Catalyzes the remarkably efficient intermolecular [5 + 2] cycloaddition of vinylcyclopropanes (VCPs) and various alkynes, providing cycloheptene cycloadducts in excellent yields in minutes at room temperature. The efficacy and selectivity of this catalyst are also shown in a novel diversification strategy, affording a cycloadduct library in one step from nine commercially available components.

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