Producción CyT
17th International Meeting on Boron Chemistry - Diels-Alder Reactions of Boron-Substituted Furans
Congreso
Fecha:
2023Editorial y Lugar de Edición:
Meeting on Boron ChemistryResumen *
Furan has been used as a diene in Diels-Alder reactions since the reaction was discovered. This aromatic heterocycle undergoes [4+2] cycloadditions with a variety of activated dienophiles. The reaction with maleic anhydride has become a classical example of this prominent organic reaction and has been studied exhaustively. In addition, boron-substituted furans have been known for many decades and used mainly in cross-coupling reactions. In 2019, we reported the first Diels-Alder reactions of boron substituted furans.1 The reactions of the 3-furanylboron compounds with maleic anhydride took place with excellent yields and complete exo selectivity. In particular, the potassium trifluoroborate showed exceptional reactivity. However, we could not synthesize the products derived from the analogues at C-2. In the past years, we have investigated the reactions with a variety of dienophiles experimentally and theoretically.2 Furthermore, the 7-oxabicyclo[2.2.l]hept-2-ene cycloadducts have been subjected to a number of transformations to display their synthetic potential and gain access to structural diversity. More recently, we have attempted expanding beyond the intermolecular variant.3 In this talk, our latest results in this area will be discussed. Información suministrada por el agente en SIGEVAPalabras Clave
Diels-Alder reactions3-furanylboron compounds