Domino imino-aldol-aza-Michael reaction: One-pot diastereo- and enantioselective synthesis of piperidines

Journal of Organic Chemistry

Volumn 75, Issue 21, 2010, Pages 7061-7072

  Ghorai, Manas K ^a   Halder, Sandipan ^a   Das, Raj Kumar ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALDIMINES; ALKYLIDENES; AZA-MICHAEL REACTION; COMPUTATIONAL STUDIES; DIASTEREOSELECTIVE; ENANTIOPURE; ENANTIOSELECTIVE SYNTHESIS; ENOLATES; KETO ESTER; ONE POT;

ADDITION REACTIONS; ESTERS; STEREOSELECTIVITY;

SYNTHESIS (CHEMICAL);

1 BENZENESULFONYL 4 HYDROXY 2,6 DIPHENYL 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 1 BENZENESULFONYL 4 HYDROXY 6 (METHOXYPHENYL) 2 PHENYL 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 4 HYDROXY 2 PHENYL 6 STYRYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 4 HYDROXY 2,6 DIPHENYL 1 (TOLUENE 4 SULFINYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 4 HYDROXY 2,6 DIPHENYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 4 HYDROXY 6 (4 METHOXYPHENYL) 2 PHENYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 4 HYDROXY 6 (4 NITROPHENYL) 2 PHENYL 1 (TOLUENE 4 SULFINYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 4 HYDROXY 6 (4 NITROPHENYL) 2 PHENYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 4 METHYL N (2 METHYLPENT 2 ENYLIDENE)BENZENESULFONAMIDE; 6 (2 CHLOROPHENYL) 4 HYDROXY 2 PHENYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 6 (3 BROMOPHENYL) 4 HYDROXY 2 PHENYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 6 (4 CHLOROPHENYL) 4 HYDROXY 2 PHENYL 1 (TOLUENE 4 SULFINYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 6 (4 CHLOROPHENYL) 4 HYDROXY 2 PHENYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; 6 FURAN 2 YL 4 HYDROXY 2 PHENYL 1 (TOLUENE 4 SULFONYL) 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; ETHYL 2 (4 CYANOPHENYL) 4 HYDROXY 6 PHENYL 1 TOSYL 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLIC ACID ETHYL ESTER; ETHYL 2 CYCLOHEXYL 4 HYDROXY 6 PHENYL 1 TOSYL 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLATE; ETHYL 4 HYDROXY 6 (4 METHOXYPHENYL) 2 PHENYL 1 TOSYL 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLATE; ETHYL 4 HYDROXY 6 (PENT 2 EN 2 YL) 2 PHENYL 1 TOSYL 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLATE; ETHYL 6 (4 CHLOROPHENYL) 4 HYDROXY 2 PHENYL 1 TOSYL 1,2,5,6 TETRAHYDROPYRIDINE 3 CARBOXYLATE; IMINE; N (2 ETHYLHEX 2 ENYLIDENE) 4 METHYLBENZENESULFONAMIDE; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; DIASTEREOISOMER; DRUG SYNTHESIS; ENANTIOSELECTIVITY; MICHAEL ADDITION; ONE POT SYNTHESIS; REACTION TIME;

IMINES; PIPERIDINES; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

EID: 78049510631     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101680f     Document Type: Article

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