Asymmetric synthesis of functionalized dihydro- and tetrahydropyrans via an organocatalytic domino Michael-hemiacetalization reaction

Synthesis (Germany)

Volumn 46, Issue 9, 2014, Pages 1261-1269

  Urbanietz, Gregor ^a   Atodiresei, Iuliana ^a   Enders, Dieter ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

Author keywords

domino reaction; hydrogen bonding; one pot reaction; organocatalysis; tetrahydropyrans

Indexed keywords

ENANTIOSELECTIVITY; FUNCTIONAL GROUPS; HYDROGEN BONDS; REACTION KINETICS; SELECTIVE CATALYTIC REDUCTION;

1 ,3-DICARBONYL COMPOUNDS; ASYMMETRIC SYNTHESIS; DIASTEREOSELECTIVITIES; DOMINO REACTIONS; ENANTIOSELECTIVE SYNTHESIS; ONE-POT REACTION; ORGANOCATALYSIS; TETRAHYDROPYRANS;

DOPING (ADDITIVES);

1 2 HYDROXY 2 METHYL 5 NITRO 4 PHENYLTETRAHYDRO 2H PYRAN 3 YL ETHANONE; 1 6 METHYL 3 NITRO 4 PHENYL 3,4 DIHYDRO 2H PYRAN 5YL ETHANONE; DIHYDROPYRAN; ETHYL 2 HYDROXY 2 METHYL 5 NITRO 4 PHENYLTETRAHYDRO 2H PYRAN 3 CARBOXYLATE; ETHYL 2 HYDROXY 5 NITRO 2,4 DIPHENYLTETRAHYDRO 2H PYRAN 3 CARBOXYLATE; ETHYL 3 NITRO 4,6 DIPHENYL 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; ETHYL 6 METHYL 3 NITRO 4 PHENYL 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 2 HYDROXY 2 METHYL 5 NITRO 4 (4 TOL YL)TETRAHYDRO 2H PYRAN 3 CARBOXYLATE; METHYL 2 HYDROXY 2 METHYL 5 NITRO 4 (THIOTHIOPHEN 2 YL)TETRAHYDRO 2H PYRAN 3 CARBOXYLATE; METHYL 2 HYDROXY 2 METHYL 5 NITRO 4 PHENYL TETRAHYDRO 2H PYRAN 3 CARBOXYLATE; METHYL 2 METHOXY 2 METHYL 5 NITRO 4 PHENYL TETRAHYDRO 2H PYRAN 3 CARBOXYLATE; METHYL 2 METHYL 5 NITRO 4 PHENYLTETRAHYDRO 2H PYRAN 3 CARBOXYLATE; METHYL 4 (3 BROMOPHENYL) 2 HYDROXY 2 METHYL 5 NITROTETRAHYDRO 2H PYRAN 3 CARBOXYLATE; METHYL 4 (3 BROMOPHENYL) 6 METHYL 3 NITRO 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 4 (BENZO[D][1,3]DIOXOL 5 YL) 2 HYDROXY 2 METHYL 5 NITROTETRAHYDRO 2H PYRAN 3 CARBOXYLATE; METHYL 4 (BENZO[D][1,3]DIOXOL 5 YL) 6 METHYL 3 NITRO 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 6 METHYL 3 NITRO 4 (4 TOL YL) 3,4 DIHYDRO 2H PYRAN 5 CARBXYLATE; METHYL 6 METHYL 3 NITRO 4 (THIOPHEN 2 YL) 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; METHYL 6 METHYL 3 NITRO 4 PHENYL 3,4 DIHYDRO 2H PYRAN 5 CARBOXYLATE; PYRAN DERIVATIVE; TETRAHYDROPYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BINDING; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; COLUMN CHROMATOGRAPHY; DIASTEREOSELECTIVITY; DOMINO MICHAEL HEMIACETALIZATION REACTION; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BOND; PROCESS DEVELOPMENT; REACTION TIME; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 84899479768     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0033-1340826     Document Type: Article

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