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Volumn 50, Issue 17, 2011, Pages 3916-3919

Total synthesis of (±)-alopecuridine and its biomimetic transformation into (±)-sieboldine A

Author keywords

alkaloids; biomimetic synthesis; semipinacol rearrangement; total synthesis

Indexed keywords

ALKALOIDS; BIOMIMETIC SYNTHESIS; FUNCTIONALIZED; LINEAR SEQUENCE; PINACOLS; SEMIPINACOL REARRANGEMENT; SYNTHESIS FEATURES; TOTAL SYNTHESIS;

EID: 79954589546     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201008147     Document Type: Article
Times cited : (71)

References (57)
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    • For recent reports on the total synthesis of fawcettimine-type lycopodium alkaloids, see
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    • The diastereomeric ratio was determined by GC-MS (see the Supporting Information). The major isomer was the cis product because of the effect of the methyl group in this reaction
    • The diastereomeric ratio was determined by GC-MS (see the Supporting Information). The major isomer was the cis product because of the effect of the methyl group in this reaction.
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    • CCDC 804335 (14b) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • CCDC 804335 (14b) 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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    • note
    • CCDC 804336 (3) 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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    • note
    • A sample of natural alopecuridine is no longer available. The NMR spectroscopic data of alopecuridine has not been reported to date. Our synthetic alopecuridinium trifluoroacetate 18 has similar NMR spectroscopic features to fawcettimine hydrobromide, see Ref. [2f]. Further confirmation is based on its transformation into sieboldine A.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.