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Volumn 77, Issue 18, 2012, Pages 7891-7900

A diastereoselective cyclic imine cycloaddition strategy to access polyhydroxylated indolizidine skeleton: Concise syntheses of (+)-/(-)-lentiginosines and (-)-2-epi-steviamine

Author keywords

[No Author keywords available]

Indexed keywords

CONCISE SYNTHESIS; CYCLIC IMINES; DIASTEREOSELECTIVE;

EID: 84868148980     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo3010777     Document Type: Article
Times cited : (43)

References (111)
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  • 10
    • 34547678697 scopus 로고    scopus 로고
    • Recent synthesis of natural polyhydroxyindolizidine iminosugars. Lentiginosine: (a) Chen, M.-J.; Tsai, Y.-M. Tetrahedron Lett. 2007, 48, 6271-6274.
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    • Chen, M.-J.1    Tsai, Y.-M.2
  • 52
    • 7744232650 scopus 로고    scopus 로고
    • For selected reviews on the synthesis of polyindolizidine iminosugars, see: (a) Michael, J. P. Nat. Prod. Rep. 2004, 21, 625- 649.
    • (2004) Nat. Prod. Rep. , vol.21 , pp. 625-649
    • Michael, J.P.1
  • 57
    • 80455174322 scopus 로고    scopus 로고
    • (f) Kim, I. S.; Jung, Y. H. Heterocycles 2011, 83, 2489-2507 and references cited therein.
    • (2011) Heterocycles , vol.83 , pp. 2489-2507
    • Kim, I.S.1    Jung, Y.H.2
  • 59
    • 0034721683 scopus 로고    scopus 로고
    • For reviews on swainsonine syntheses, see: (a) Nemr, A. E. Tetrahedron 2000, 56, 8579-8629.
    • (2000) Tetrahedron , vol.56 , pp. 8579-8629
    • Nemr, A.E.1
  • 68
    • 33746270529 scopus 로고    scopus 로고
    • The 6-membered cyclic enaminones (2,3-dihydro-4-pyridones) are versatile intermediates for the synthesis of piperidine-containing target molecules. Selected examples: (a) Klegraf, E.; Knauer, S.; Kunz, H. Angew. Chem., Int. Ed. 2006, 45, 2623-2626.
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 2623-2626
    • Klegraf, E.1    Knauer, S.2    Kunz, H.3
  • 100
    • 0030969628 scopus 로고    scopus 로고
    • For a similar regioselective process observed in oxidation of NOH pyrrolidines to pyrroline N-oxides, see: Goti, A.; Cicchi, S.; Fedi, V.; Nannelli, L.; Brandi, A. J. Org. Chem. 1997, 62, 3119-3125.
    • (1997) J. Org. Chem. , vol.62 , pp. 3119-3125
    • Goti, A.1    Cicchi, S.2    Fedi, V.3    Nannelli, L.4    Brandi, A.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.