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Volumn , Issue 11, 2011, Pages 1495-1514

Synthesis of highly substituted indoles via Diels-Alder/Plieninger indolization sequence: Applications in total synthesis

Author keywords

cycloadditions; Diels Alder reaction; indoles; natural products; total synthesis

Indexed keywords

4 (2 N,N DIALKYLAMINOETHYL)INDOLE DERIVATIVE; 4 BENZOQUINONE MONOIMINE; 4 IODOINDOLE; 5 HYDROXYINDOLE; 5 HYDROXYINDOLE DERIVATIVE; AMINOPHENOL; BENZONORBORNENE; BISALDEHYDE; CARBAZOLE DERIVATIVE; CHANOCLAVINE; CLAUSAMINE DERIVATIVE; CLAUSEVATINE D; CYCLOPENTADIENE; DECURSIVINE; DIHYDRONAPHTHALENAMINE; DIHYDRONAPHTHALENE; DIMETHYL CYCLOPENTANE; EUSTIFOLINE DERIVATIVE; GLYCOMAUROL; HERBINDOLE DERIVATIVE; INDOLE ALKALOID; INDOLE DERIVATIVE; LOLICINE DERIVATIVE; PIPERYLENE; RACHELMYCIN; RIVULARIN DERIVATIVE; TRIKENTRIN DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG; VINYLTRIBUTYLSTANNANE; YATAKEMYCIN;

EID: 80955177201     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0030-1260579     Document Type: Article
Times cited : (21)

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    • A slight improvement to 55% ee could be obtained if the reaction was carried out at 0C; however, the significant increase in reaction time was not justified by the modest increase in ee and as such the reaction was carried out at room temperature. For asymmetric dihydroxylation (AD-mix-) of similar substrates resulting in the formation of the (R) alcohol, see
    • A slight improvement to 55% ee could be obtained if the reaction was carried out at 0C; however, the significant increase in reaction time was not justified by the modest increase in ee and as such the reaction was carried out at room temperature. For asymmetric dihydroxylation (AD-mix-) of similar substrates resulting in the formation of the (R) alcohol, see


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