Synthesis of (R)-coniine and (S)-coinicine via organocatalytic-aminoxyl- ation of an aldehyde

Synthesis

Volumn , Issue 18, 2010, Pages 3105-3112

  Kondekar, Nagendra B ^a   Kumar, Pradeep ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

hemlock alkaloids; organocatalysis; proline; sequential reactions; synthesis

Indexed keywords

HEMLOCK ALKALOIDS; ORGANOCATALYSIS; PROLINE; SEQUENTIAL REACTION; SYNTHESIS;

ALDEHYDES; RATE CONSTANTS; REACTION KINETICS;

CATALYSIS;

1 [(5 AZIDOOCT 7 ENYLOXY)METHYL] 4 METHOXYBENZENE; 2 [4 (4 METHOXYBENZYLOXY)BUTYL]OXIRANE; 2 PROPYLPIPERIDINE(CONIINE); 5 (TERT BUTOXYCARBONYLAMINO)OCTYL METHANESULFONATE; 6 (4 METHOXYBENZYLOXY) 2 (PHENYLAMINOOXY)HEXAN 1 OL; 6 (4 METHOXYBENZYLOXY)HEXANE 1,2 DIOL; 8 (4 METHOXYBENZYLOXY)OCT 1 EN 4 OL; 8 (4 METHOXYBENZYLOXY)OCT 1 YN 4 OL; ALDEHYDE; BENZYL 1 HYDROXY 8 (4 METHOXYBENZYLOXY)OCTAN 4 YLCARBAMATE; BENZYL 1,8 DIHYDROXYOCTAN 4 YLCARBAMATE; BENZYL 8 (4 METHOXYBENZYLOXY)OCT 1 EN 4 YLCARBAMATE; COINICINE; CONIINE; ETHYL 4 (TERT BUTOXYCARBONYLAMINO) 8 (4 METHOXYBENZYLOXY)OCTANOATE; ETHYL 4 AZIDO 8 (4 METHOXYBENZYLOXY)OCTANOATE; ETHYL 4 HYDROXY 8 (4 METHOXYBENZYLOXY)OCTANOATE; INDOLIZIDINE DERIVATIVE; OCTAHYDROINDOLIZINE(COINICINE); PROLINE; TERT BUTYL 1 HYDROXY 8 (4 METHOXYBENZYLOXY)OCTAN 4 YLCARBAMATE; TERT BUTYL 1,8 DIHYDROXYOCTAN 4 YLCARBAMATE; TERT BUTYL 8 HYDROXYOCTAN 4 YLCARBAMATE; UNCLASSIFIED DRUG;

ALPHA AMINOXYLATION; ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; CYCLIZATION; DEPROTECTION REACTION; HORNER WADSWORTH EMMONS REACTION; SYNTHESIS;

EID: 77956457758     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1257869     Document Type: Article

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