Organocatalytic domino double Michael reaction of ethyl (E)-7-oxohept-2-enoate and ,-unsaturated aldehydes: Efficient asymmetric synthesis of cyclohexanes with four contiguous stereocenters

Synthesis

Volumn , Issue 12, 2011, Pages 1887-1895

  Hong, Bor Cherng ^a   Sadani, Amit A ^a   Nimje, Roshan Y ^a   Dange, Nitin S ^a   Lee, Gene Hsiang ^b  

^a NATIONAL CHUNG CHENG UNIVERSITY   (Taiwan)

^b NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

aldehydes; aldol reaction; Michael addition; organocatalysis; quinolines

Indexed keywords

ALDOL REACTIONS; ASYMMETRIC SYNTHESIS; DIASTEREOSELECTIVITIES; MICHAEL ADDITIONS; MICHAEL REACTIONS; ORGANOCATALYSIS; ORGANOCATALYTIC; QUINOLINES; STEREOCENTERS; UNSATURATED ALDEHYDES;

ADDITION REACTIONS; CONDENSATION REACTIONS; ENANTIOSELECTIVITY; ORGANIC COMPOUNDS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

ALDEHYDES;

2 [3 (4 BROMOPHENYL) 2,4 BIS(HYDROXYMETHYL)CYCLOHEXYL]ETHANOL; 2 BENZYL 7 [(BENZYLAMINO)METHYL] 8 PHENYL OCTAHYDROISOQUINOLIN 3(2H) ONE; 7 (HYDROXYMETHYL) 8 PHENYLOCTAHYDRO 3H 2 BENZOPYRAN 3 ONE; 8 (4 BROMOPHENYL) 7 (HYDROXYMETHYL) 8 OCTAHYDRO 3H 2 BENZOPYRAN 3 ONE; ACETIC ACID DERIVATIVE; ALDEHYDE DERIVATIVE; ALPHA,BETA ALDEHYDE DERIVATIVE; ETHYL (2,4 DIFORMYL 3 PHENYLCYCLOHEXYL)ACETIC ACID; ETHYL 5 (3 FORMYL 5 NITRO 4,6 DIPHENYLCYCLOHEX 2 ENYL)PENT 2 ENOIC ACID; ETHYL 7 OXOHEPT 2 ENOIC ACID; ETHYL [2,4 DIFORMYL 3 (2 METHYLPHENYL)CYCLOHEXYL]ACETIC ACID; ETHYL [2,4 DIFORMYL 3 (2 NAPHTHYL)CYCLOHEXYL]ACETIC ACID; ETHYL [2,4 DIFORMYL 3 (2 NITROPHENYL)CYCLOHEXYL]ACETIC ACID; ETHYL [2,4 DIFORMYL 3 (4 METHOXYPHENYL)CYCLOHEXYL]ACETIC ACID; ETHYL [2,4 DIFORMYL 3 (4 METHYLPHENYL)CYCLOHEXYL]ACETIC ACID; ETHYL [2,4 DIFORMYL 3 (4 NITROPHENYL)CYCLOHEXYL]ACETIC ACID; ETHYL [3 (4 BROMOPHENYL) 2,4 DIFORMYLCYCLOHEXYL]ACETIC ACID; ETHYL [3 (4 CHLOROPHENYL) 2,4 DIFORMYLCYCLOHEXYL]ACETIC ACID; ETHYL [3 (4 FLUOROPHENYL) 2,4 DIFORMYLCYCLOHEXYL]ACETIC ACID; ETHYL [3 (DIMETHOXYMETHYL) 2,4 DIFORMYLCYCLOHEXYL]ACETIC ACID; METHYL 9 FORMYL 5 OXO 10 PHENYL DECAHYDRO 5H [1,3]OXAZOLO[2,3 ALPHA]ISOQUINOLINE 3 CARBOXYLIC ACID; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOSELECTIVITY; MICHAEL ADDITION; NUCLEOPHILICITY; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 79958099825     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1260469     Document Type: Article

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