Claisen rearrangement through enolization of 2-allyloxyindolin-3-ones: Construction of adjacent carbon stereocenters in 3-hydroxyindolin-2-ones

Synthesis

Volumn , Issue 21, 2010, Pages 3609-3614

  Higuchi, Kazuhiro ^a   Saito, Keita ^a   Hirayama, Tetsuya ^a   Watanabe, Yoshiaki ^a   Kobayashi, Emiko ^a   Kawasaki, Tomomi ^a  

^a MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

diastereoselectivity; heterocycles; indoles; rearrangement; solvent effects

Indexed keywords

DIASTEREO-SELECTIVITY; HETEROCYCLES; INDOLES; REARRANGEMENT; SOLVENT EFFECTS;

BIOCHEMISTRY; ETHERS; OLEFINS;

STEREOSELECTIVITY;

1 ACETYL 2 (ALLOLOXY)INDOLIN 3 ONE DERIVATIVE; 1 ACETYL 2 (BUT 2 ENYLOXY)INDOLIN 3 ONE; 1 ACETYL 2 (HEX 2 ENYLOXY)INDOLIN 3 ONE; 1 ACETYL 3 (HEX 1 EN 3 YL) 3 (TRIMETHYLSILYLOXY)INDOLIN 2 ONE; 1 ACETYL 3 (HEX 1 EN 3 YL) 3 HYDROXYINDOLIN 2 ONE; 2 ALLYLOXYINDOLIN 3 ONE DERIVATIVE; 3 (HEX 1 EN 3 YL) 3 HYDROXYINDOLIN 2 ONE; 3 (HEX EN 3 YL) 3 HYDROXYINDOLIN 2 ONE; 3 HYDROXINDOLIN ONE DERIVATIVE; 3 HYDROXY 3 (1 HYDROXYPENTAN 2 YL)INDOLIN 2 ONE; 3 HYDROXY 3 (1 HYDROXYPROPAN 2 YL)INDOLIN 2 ONE; 5 METHYLSPIRO([1,3]DIOXANE 4,3' INDOLINE) 2,2 DIONE; 5 PROPYLSPIRO([1,3]DIOXANE 4,3' INDOLINE) 2,2 DIONE; INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIASTEREOISOMER; ISOMER; LOW TEMPERATURE; OZONOLYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 77958566956     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1258208     Document Type: Article

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