4.8 Article

Direct Synthesis of Alkenyl Boronic Esters from Unfunctionalized Alkenes: A Boryl-Heck Reaction

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 17, 页码 5539-5542

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b02914

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  1. University of Delaware (UD)
  2. Research Corporation (Cottrell Scholars Program)
  3. NSF (CAREER) [CHE1254360]
  4. NSF
  5. NIH
  6. Direct For Mathematical & Physical Scien
  7. Division Of Chemistry [1254360] Funding Source: National Science Foundation

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We report the first example of a boryl-Heck reaction using an electrophilic boron reagent. This palladium-catalyzed process allows for the conversion of terminal alkenes to trans-alkenyl boronic esters using commercially available catecholchloroborane (catBCl). In situ transesterification allows for rapid access to a variety of boronic esters, amides, and other alkenyl boron adducts.

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