Total synthesis of mappicine ketone (nothapodytine B) by means of sulfur-directed 5-exo-selective aryl radical cyclization onto enamides

Journal of Organic Chemistry

Volumn 68, Issue 21, 2003, Pages 7983-7989

  Kato, Issei ^a   Higashimoto, Masayuki ^a   Tamura, Osamu ^a   Ishibashi, Hiroyuki ^a  

^a KANAZAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

PHOTOCHEMICAL CYCLIZATION;

ALDEHYDES; CHEMICAL BONDS; SULFUR;

KETONES;

1 (PHENYLTHIO)METHYL DERIVATIVE; 1 [BIS(PHENYLTHIO)METHYL]DIHYDROISOINDOLE; 2 (2 METHYL 4 OXOHEXANOYL) 1 (PHENYLSULFINYLMETHYL)DIHYDROISOINDOLE; 4,6 DIHYDRO 3 METHYL 2 PROPANOYLISOINDOLO[1,2 A]PYRIDIN 4 ONE; 7 (2 METHYL 4 OXOHEX 2 ENOYL) 6,8 DIHYDRO 6 METHYLENEPYRROLO[3,4 B]QUINOLINE; 7 (2 METHYL 4 OXOHEXANOYL) 6,8 DIHYDRO 6 (PHENYLSULFINYLMETHYL)PYRROLO[3,4 B]QUINOLINE; 7 TRIFLUOROACETYL 6,8 DIHYDRO 6 (PHENYLTHIOMETHYL)PYRROLO[3,4 B]QUINOLINE; ALDEHYDE; BENZYL N (2 BROMOBENZYL) N [2,2 BIS(PHENYLTHIO)ETHENYL]CARBAMATE; ETHYL N (2 BROMOBENZYL) N [2,2 BIS(PHENYLTHIO)ETHENYL]CARBAMATE; KETONE DERIVATIVE; MAPPICINE KETONE; N (2 BROMOBENZYL) N [2,2 BIS(PHENYLTHIO)ETHENYL]TRIFLUORACETAMIDE; NOTHAPODYTINE B; SULFOXIDE; SULFUR; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CHEMICAL MODIFICATION; CYCLIZATION; DESULFURIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TRANSFORMATION; PHOTOCHEMISTRY; STRUCTURE ANALYSIS;

AMIDES; ANTIVIRAL AGENTS; CAMPTOTHECIN; CYCLIZATION; INDOLIZINES; MOLECULAR STRUCTURE; QUINOLINES; SULFUR COMPOUNDS;

EID: 0142026597     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo030177m     Document Type: Article

References (32)

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