Artículo
Pseudo enantiomeric mixed s/p ligands derived from carbohydrates for the 1,4-addition of phenyl boronic acid to cyclohexenone
Autor/es | Valdivia Giménez, Victoria Esther
Bilbao Bustinza, Nerea Moya, Juan Francisco Rosales Barrios, C. Salvador, Álvaro Recio Jiménez, Rocío Fernández Fernández, Inmaculada Khiar, Noureddine |
Departamento | Universidad de Sevilla. Departamento de Química Orgánica y Farmacéutica |
Fecha de publicación | 2016 |
Fecha de depósito | 2017-05-17 |
Publicado en |
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Resumen | The application of phosphinite-thioglycosides and phosphine-thioglycosides ligands in the Rh(I)-catalyzed 1,4-addition of phenylboronic acid to cyclohexenone is reported. Among the ligands tested, phosphinite-thioglycoside ... The application of phosphinite-thioglycosides and phosphine-thioglycosides ligands in the Rh(I)-catalyzed 1,4-addition of phenylboronic acid to cyclohexenone is reported. Among the ligands tested, phosphinite-thioglycoside 3 and phosphine-thioglycoside 10, bearing a 1,2-cis arrangement of the two heteroatoms, have exhibited the best results in terms of reactivity and enantioselectivity. Interestingly, ligands 3 and 10, both derived from D-sugar are able to generate the addition product of the phenylboronic acid to the cyclohexenone with opposite configuration, behaving thus as enantiomers |
Cita | Valdivia Giménez, V.E., Bilbao Bustinza, N., Moya, J.F., Rosales Barrios, C., Salvador, Á., Recio Jiménez, R.,...,Khiar, N. (2016). Pseudo enantiomeric mixed s/p ligands derived from carbohydrates for the 1,4-addition of phenyl boronic acid to cyclohexenone. RSC Advances, 6 (4), 3041-3047. |
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