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Award ID contains: 2247923

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  1. ; ; ; ; ; ; (, Angewandte Chemie)
    Abstract We describe a copper catalyst that promotes the addition of phosphines to cyclopropenes at ambient temperature. A range of cyclopropylphosphines bearing different steric and electronic properties can now be accessed in high yields and enantioselectivities. Enrichment of phosphorus stereocenters is also demonstrated via a Dynamic Kinetic Asymmetric Transformation (DyKAT) process. A combined experimental and theoretical mechanistic study supports an elementary step featuring insertion of a CuI‐phosphido into a carbon‐carbon double bond. Density functional theory calculations reveal migratory insertion as the rate‐ and stereo‐determining step, followed by asyn‐protodemetalation. 
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  2. ; ; ; (, Journal of the American Chemical Society)
  3. ; ; ; ; ; ; (, Journal of the American Chemical Society)
  4. ; ; ; ; ; ; ; (, Chemical Science)
    We report a light-promoted hydroselenation of alkenes with high anti-Markovnikov selectivity. Mechanistic studies reveal a β-selenium effect, which imparts high anti-selectivity for radical addition through delocalization of a HAT transition state. 
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