Highly stereoselective and scalable synthesis of trans -fused octahydrocyclohepta[ b ]pyrrol-4(1 H)-ones via the aza-Cope-Mannich rearrangement in racemic and enantiopure forms

Journal of Organic Chemistry

Volumn 77, Issue 22, 2012, Pages 10125-10134

  Belov, Dmitry S ^a   Lukyanenko, Evgeny R ^a   Kurkin, Alexander V ^a   Yurovskaya, Marina A ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNYLS; CHROMATOGRAPHIC PURIFICATION; ENANTIOPURE; KEY FEATURE; OXIRANES; PHENYLETHYLAMINES; REGIO-SELECTIVE; RING OPENING; SCALABLE SYNTHESIS; SHI EPOXIDATION; STEREO-SELECTIVE; TARGET COMPOUND;

CHROMATOGRAPHIC ANALYSIS; REGIOSELECTIVITY;

STEREOSELECTIVITY;

1 BENZYL 3 PHENYLOCTAHYDROCYLOHEPTA[B]PYRROL 4(1H)ONE; 1 BENZYLOCTAHYDROCYLOHEPTA[B]PYRROL 4(1H)ONE; 1 METHYL 3 PHENYLOCTAHYDROCYLOHEPTA[B]PYRROL 4(1H)ONE; 2 (ALLYLAMINO) 1 (PHENYLETHYNYL)CYCLOHEXANOL; 2 (BENZYLAMINO) 1 (PHENYLETHYNYL)CYCLOHEXANOL; 2 (BENZYLAMINO) 1 [2 (PHENYLETHYNYL)]CYCLOHEXANOL; 2 (BENZYLAMINO) 1 ETHYNYLCYCLOHEXANOL; 2 (BENZYLAMINO) 2 (PHENYLETHYNYL)CYCLOHEXANOL; 2 (METHYLAMINO) 1 (2 PHENYLVINYL)CYCLOHEXANOL; 2 (METHYLAMINO) 1 (PHENYLETHYNYL)CYCLOHEXANOL; 2 (PHENYLETHYNYL) 2 (PROP 2 EN 1 YLAMINO)CYCLOHEXANOL; 2 [(1 PHENYLETHYL)AMINO] 1 (2 PHENYLETHENYL)CYCLOHEXANOL; 2 [(1 PHENYLETHYL)AMINO] 1 (PHENYLETHYNYL)CYCLOHEXANOL; 2 AMINO 1 (2 PHENYLETHENYL)CYCLOHEXANOL; 3 PHENYL 1 (1 PHENYLETHYNYL)OCTAHYDROCYLOHEPTA[B]PYRROL 4(1H)ONE; 3 PHENYL 1 PROP 2 EN 1 YLOCTAHYDROCYLOHEPTA[B]PYRROL 4(1H)ONE; 3 PHENYLOCTAHYDROCYLOHEPTA[B]PYRROL 4(1H)ONE; ALKYNYL OXIRANE DERIVATIVE; EPOXIDE; ETHYLENE OXIDE DERIVATIVE; OCTAHYDROCYCLOHEPTA[B]PYRROL 4(1H)ONE DERIVATIVE; PHENETHYLAMINE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; COLUMN CHROMATOGRAPHY; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOSELECTIVITY; MANNICH REACTION; RING OPENING; STEREOCHEMISTRY;

CYCLOHEPTANES; EPOXY COMPOUNDS; MOLECULAR STRUCTURE; PYRROLES; STEREOISOMERISM;

EID: 84869171953     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo301762a     Document Type: Article

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