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Abstract We report here a room temperature, efficient, and broadly applicable copper-catalyzed borylative cyclization of 1,n-enynyl (n = 6–9) phosphates for the concise synthesis of structurally diverse 5–8 membered cyclic 1,4-dienyl boronates,… Click to show full abstract
Abstract We report here a room temperature, efficient, and broadly applicable copper-catalyzed borylative cyclization of 1,n-enynyl (n = 6–9) phosphates for the concise synthesis of structurally diverse 5–8 membered cyclic 1,4-dienyl boronates, which represents the first Cu-catalyzed formal intramolecular alkyne allylboration. Subsequent Suzuki-Miyaura coupling provides a facile access to cyclized 1,4-dienes. A mechanism consisting of alkyne borylcupration, intramolecular alkene addition, and β-elimination has been proposed to explain the experimental results.
Journal Title: Tetrahedron Letters
Year Published: 2017
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