Biocatalytic organic synthesis of optically pure (S)-scoulerine and berbine and benzylisoquinoline alkaloids

Journal of Organic Chemistry

Volumn 76, Issue 16, 2011, Pages 6703-6714

  Schrittwieser, Joerg H ^a   Resch, Verena ^a   Wallner, Silvia ^b   Lienhart, Wolf Dieter ^a   Sattler, Johann H ^a   Resch, Jasmin ^a   MacHeroux, Peter ^b   Kroutil, Wolfgang ^a  

^a UNIVERSITY OF GRAZ   (Austria)

^b GRAZ UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC KEY; ASYMMETRIC TOTAL SYNTHESIS; C-C BOND FORMATION; CHEMO-ENZYMATIC SYNTHESIS; CHEMOENZYMATIC APPROACHES; ENANTIOSELECTIVE; NATURAL PRODUCTS; ORGANIC SYNTHESIS; RACEMIC SUBSTRATES; TITLE COMPOUNDS;

ENANTIOMERS; METABOLITES; NITROGEN COMPOUNDS; SYNTHESIS (CHEMICAL);

CYCLIZATION;

(3,4 METHYLENEDIOXY)PHENYL N METHYLACETAMIDE; 1 (3 BENZYLOXYBENZYL) 2 METHYL 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (3 BENZYLOXYBENZYL) 2 METHYL 6,7,8 TRIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (3 BENZYLOXYBENZYL) 6,7 DIMETHOXY 2 METHYL 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (3 BENZYLOXYBENZYL) 6,7 METHYLENEDIOXY 2 METHYL-1,2,3,4 TETRAHYDROISOQUINOLINE; 2 (3 BENZYLOXYPHENYL) N PHENETHYL N METHYLACETAMIDE; 3 BENZYLOXY 4 METHOXYPHENYLACETIC ACID; 3 BENZYLOXYBENZYL BROMIDE; 3 BENZYLOXYPHENYLACETIC ACID; 3 METHOXYPHENYL N METHYLACETAMIDE; 4 BENZYLOXY 3 METHOXY BETA NITROSTYRENE; 4 BENZYLOXY 3 METHOXY N METHYLPHENETHYLAMINE; 4 BENZYLOXY 3 METHOXYBENZALDEHYDE; 4 BENZYLOXY 3 METHOXYPHENETHYLAMINE; 9 HYDROXY 1,2,3 TRIMETHOXYBERBINE; ALKALOID; BENZYLISOQUINOLINE DERIVATIVE; BERBINE DERIVATIVE; MUSCLE RELAXANT AGENT; N METHYL 3 METHOXYPHENETHYLAMINE; N METHYL 3,4,5 TRIMETHOXYPHENETHYLAMINE; N METHYL 3,4,5 TRIMETHOXYPHENYLACETAMIDE; N METHYL(3,4 METHYLENEDIOXY)PHENETHYLAMINE; NATURAL PRODUCT; RETICULINE; SCOULERINE; SEDATIVE AGENT; TERT BUTYL 3,4 DIHYDRO 2(1H)ISOQUINOLINECARBOXYLATE; TERT BUTYL1 (3 BENZYLOXYBENZYL) 3,4 DIHYDRO2 (1H)ISOQUINOLINECARBOXYLATE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ALKYLATION; ARTICLE; ASYMMETRIC SYNTHESIS; BIOCATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; DRUG SYNTHESIS; DRUG TRANSFORMATION; ENANTIOSELECTIVITY; RACEMIC MIXTURE;

ALKALOIDS; BENZYLISOQUINOLINES; BERBERINE ALKALOIDS; BIOCATALYSIS; CYCLIZATION; MOLECULAR STRUCTURE; ORGANIC CHEMISTRY PROCESSES; OXIDATION-REDUCTION; STEREOISOMERISM;

EID: 80051714884     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201056f     Document Type: Article

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