RT info:eu-repo/semantics/article
T1 Dimethylzinc-Mediated Addition of Phenylacetylene to α-Diketones Catalyzed by Chiral Perhydro-1,3-benzoxazines
A1 Infante Blanco, Rebeca
A1 Martín Álvarez, José Miguel
A1 Andrés Juan, Celia
A1 Nieto Román, Francisco Javier
AB An efficient enantioselective Me2Zn-mediated mono addition of phenylacetylene to α-diketones in the presence of a chiral perhydro-1,3-benzoxazine ligand is described. At temperatures higher than -20 ºC a kinetic resolution of the resulting α-hydroxy ketone occurs which greatly improves the enantioselectivity although with moderate chemical yield. The alkynylation of nonsymmetrical aromatic diketones with electronically different substituents on the aromatic rings proceed with high regioselectivity. This procedure allows the preparation of α-hydroxy-α-ynyl-ketones as highly enantioenriched materials.
PB American Chemical Society
SN 1523-7060
YR 2017
FD 2017
LK http://uvadoc.uva.es/handle/10324/28951
UL http://uvadoc.uva.es/handle/10324/28951
LA eng
NO Organic Letters, 2017, 19 (7), pp 1516–1519
NO Producción Científica
DS UVaDOC
RD 25-abr-2024