@article {35390,
	title = {Asymmetric Allylation of Ketones and Subsequent Tandem Reactions Catalyzed by a Novel Polymer-Supported Titanium-BINOLate Complex},
	journal = {Chemistry-a European JournalChemistry-a European Journal},
	volume = {20},
	number = {23},
	year = {2014},
	note = {Aj3nyTimes Cited:5Cited References Count:66},
	month = {Jun 2},
	pages = {7122-7127},
	abstract = {By using a novel, simple, and convenient synthetic route, enantiopure 6-ethynyl-BINOL (BINOL=1,1-binaphthol) was synthesized and anchored to an azidomethylpolystyrene resin through a copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. The polystyrene (PS)-supported BINOL ligand was converted into its diisopropoxytitanium derivative in situ and used as a heterogeneous catalyst in the asymmetric allylation of ketones. The catalyst showed good activity and excellent enantioselectivity, typically matching the results obtained in the corresponding homogeneous reaction. The allylation reaction mixture could be submitted to epoxidation by simple treatment with tert-butyl hydroperoxide (TBHP), and the tandem asymmetric allylation epoxidation process led to a highly enantioenriched epoxy alcohol with two adjacent quaternary centers as a single diastereomer. A tandem asymmetric allylation/Pauson-Khand reaction was also performed, involving simple treatment of the allylation reaction mixture with Co2(CO)8/N-methyl morpholine N-oxide. This cascade process resulted in the formation of two diastereomeric tricyclic enones in high yields and enantioselectivities.},
	keywords = {allylation, amino-acid, asymmetric catalysis, continuous-flow, enantioselective synthesis, homoallylic alcohols, immobilization, n-oxide, organic catalysts, organocatalysts, pauson-khand reaction, supported catalysis, tandem processes, terminal alkynes, titanium},
	isbn = {0947-6539},
	author = {Yadav, J. and Stanton, G. R. and Fan, X. Y. and Robinson, J. R. and Schelter, E. J. and Walsh, P. J. and Pericas, M. A.}
}
