FeCl3-catalyzed highly diastereoselective synthesis of substituted piperidines and tetrahydropyrans

Organic Letters

Volumn 12, Issue 8, 2010, Pages 1808-1811

  Guérinot, Amandine ^a   Serra Muns, Anna ^a   Gnamm, Christian ^a   Bensoussan, Charlélie ^a   Reymond, Sébastien ^a   Cossy, Janine ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORIDE; FERRIC CHLORIDE; FERRIC ION; PIPERIDINE DERIVATIVE; PYRAN DERIVATIVE;

ARTICLE; CATALYSIS; CHEMISTRY; ENZYME SPECIFICITY; GREEN CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

CATALYSIS; CHLORIDES; FERRIC COMPOUNDS; GREEN CHEMISTRY TECHNOLOGY; PIPERIDINES; PYRANS; STEREOISOMERISM; SUBSTRATE SPECIFICITY;

EID: 77951153520     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol100422d     Document Type: Article

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83. 2, no conversion was observed.
84. Due to synthetic purposes, N -protected -amino allylic acetates were used in this study rather than the corresponding N -protected -amino allylic alcohols. See the Supporting Information for details.
85. The cis -relationship for piperidine 4a was unambiguously established by X-ray structure analysis. See the Supporting Information for details. The cis -relationship for piperidines 4b - g was assigned by comparison with piperidine 4a.
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