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Volumn , Issue 23, 2008, Pages 3943-3959

Exploring nitrone chemistry: Towards the enantiodivergent synthesis of 6-substituted 4-hydroxypipecolic acid derivatives

Author keywords

Allylation; Cope rearrangement; Cycloaddition; Nitrones; Nucleophilic addition; Pipecolic acids; Piperidines

Indexed keywords


EID: 53849132407     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200800348     Document Type: Article
Times cited : (38)

References (133)
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    • When the reactions were carried out on the 10-20 mmol scale, the solution of precomplexed nitrone was precooled to -50 °C and added slowly by cannula to the cooled solution of allylmagnesium bromide.
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    • Homoallyl hydroxylamines 8a and 8b have also been employed for the synthesis of vinyl isoxazolidines in a novel Pd-catalyzed heterocyclization procedure, see: P. Merino, T. Tejero, V. Mannucci, G. Prestat, D. Madec, G. Poli, Synlett 2007, 944-948.
    • Homoallyl hydroxylamines 8a and 8b have also been employed for the synthesis of vinyl isoxazolidines in a novel Pd-catalyzed heterocyclization procedure, see: P. Merino, T. Tejero, V. Mannucci, G. Prestat, D. Madec, G. Poli, Synlett 2007, 944-948.
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    • For a complete analysis of all the possible adducts that could be formed, considering all the possibilities of epimerization, isomerization and rearrangement see the Supporting Information
    • For a complete analysis of all the possible adducts that could be formed, considering all the possibilities of epimerization, isomerization and rearrangement see the Supporting Information.
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    • Analyses were performed by comparison of the HPLC chromatograms of the corresponding isolated reaction mixtures
    • Analyses were performed by comparison of the HPLC chromatograms of the corresponding isolated reaction mixtures.
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    • A number of different conditions for introducing the Boc group were assayed with both 32 and 33. In the case of 32, unreacted starting compound was recovered in all cases.
    • A number of different conditions for introducing the Boc group were assayed with both 32 and 33. In the case of 32, unreacted starting compound was recovered in all cases.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.