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Volumn 50, Issue 23, 2011, Pages 5356-5360

Cinchona alkaloid amide catalyzed enantioselective formal [2+2] cycloadditions of allenoates and imines: Synthesis of 2,4-disubstituted azetidines

Author keywords

allenoates; asymmetric synthesis; cycloaddition; nitrogen heterocycles; organocatalysis

Indexed keywords

AMIDES; CATALYSIS; ENANTIOSELECTIVITY; MOLECULAR SIEVES;

EID: 79957527540     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201100706     Document Type: Article
Times cited : (98)

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    • The E configuration of azetidines 4 was determined by comparison of their spectroscopic data with those described in Ref. [10a] and [10b]. In addition, an X-ray crystal structure of 4n corroborated with this assignment
    • The E configuration of azetidines 4 was determined by comparison of their spectroscopic data with those described in Ref. [10a] and [10b]. In addition, an X-ray crystal structure of 4n corroborated with this assignment.
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    • The absolute configuration was determined by X-ray crystallographic analysis of an enantiomerically pure sample of 4n (see the Supporting Information). CCDC 012011 (4n) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • The absolute configuration was determined by X-ray crystallographic analysis of an enantiomerically pure sample of 4n (see the Supporting Information). CCDC 012011 (4n) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
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    • Preparation of anhydrous catalysts: the catalysts were dissolved in THF and the volatiles were evaporated under reduced pressure at room temperature. This procedure was repeated three times
    • Preparation of anhydrous catalysts: the catalysts were dissolved in THF and the volatiles were evaporated under reduced pressure at room temperature. This procedure was repeated three times.
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    • The control experiments in the presence of 2-pyridone and trifluoroethanol were suggested by one of the referees
    • The control experiments in the presence of 2-pyridone and trifluoroethanol were suggested by one of the referees.


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