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Volumn , Issue 14, 2004, Pages 3057-3062

Synergistic effect of pybox substituents and lanthanide cations in reversing the asymmetric induction in the catalysed Diels-Alder reaction between 3-acryloyl-1,3-oxazolidin-2-one and cyclopentadiene

Author keywords

Asymmetric catalysis; Cations; Cycloaddition; Substituent effects

Indexed keywords

CYCLOPENTADIENE DERIVATIVE; LANTHANIDE; LANTHANUM; OXAZOLIDINEDIONE DERIVATIVE; PRASEODYMIUM; SCANDIUM;

EID: 4544280989     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200400160     Document Type: Article
Times cited : (24)

References (21)
  • 1
    • 0038747409 scopus 로고    scopus 로고
    • For the most recent review on catalytic enantioselective Diels-Alder reactions, see: E. J. Corey, Angew. Chem. 2002, 114, 1724-1741; Angew. Chem. Int. Ed. 2002, 41, 1650-1667.
    • (2002) Angew. Chem. , vol.114 , pp. 1724-1741
    • Corey, E.J.1
  • 2
    • 0036263839 scopus 로고    scopus 로고
    • For the most recent review on catalytic enantioselective Diels-Alder reactions, see: E. J. Corey, Angew. Chem. 2002, 114, 1724-1741; Angew. Chem. Int. Ed. 2002, 41, 1650-1667.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1650-1667
  • 8
    • 4544321575 scopus 로고    scopus 로고
    • note
    • Norephedrine can neither be bought in nor imported into our country without serious health reasons. From a sample of (1R,2S)-norephedrine, ent-5 was synthesised in accordance to ref.[8] and tested instead of 5.
  • 13
    • 4544241196 scopus 로고    scopus 로고
    • note
    • The DA reaction run under the conditions reported in the Exp. Sect. with Gd(OTf)3 and pybox 6, after 24 h, gave [endo]/[exo] = 84:16, ee[(R)-3] = 57%, ee[(R)-4] = 26%.
  • 14
    • 4544382723 scopus 로고    scopus 로고
    • note
    • III range.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.