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Volumn 29, Issue 46, 1988, Pages 5885-5888

Enantioselective synthesis and absolute configuration of (-)-pulo'upone by asymmetric intramolecular diels-alder reaction

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0010416407     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)82216-9     Document Type: Article
Times cited : (64)

References (44)
  • 3
    • 0001208626 scopus 로고
    • Asymmetrische Diels-Alder- und En-Reaktionen in der Organischen Synthese
    • Review on asymmetric Diels-Alder reactions
    • (1984) Angewandte Chemie , vol.96 , pp. 840
    • Oppolzer1
  • 9
    • 0002375921 scopus 로고
    • Intramolekulare [4 + 2]- und [3 + 2]-Cycloadditionen in der organischen Synthese
    • Reviews of the intramolecular Diels-Alder reaction
    • (1977) Angewandte Chemie , vol.89 , pp. ]10
    • Oppolzer1
  • 16
    • 84918471549 scopus 로고    scopus 로고
    • 365 = −452.2° (c = 0.2, n-hexane, 20°). [α] [[Truncated]]
  • 20
    • 84918471548 scopus 로고    scopus 로고
    • 1H-NMR.
  • 21
    • 84918471547 scopus 로고    scopus 로고
    • The diastereomeric excess (d.e.) of 2 was determined by capillary GC. The minor (6'S, 9'R, 13'S, 14'S)- isomer, m.p. 140 – 142°, isolated from the mother liquor was fully characterized ref 9, .
  • 22
    • 84918471546 scopus 로고    scopus 로고
    • 0∣ ≥ 8.01]. The positions of the hydrogen atoms were calculated. The absolute configuration was also confirmed by a least squares refinement of the absolute-structure parameter x = 0.12 (13) ref. 15, .
  • 26
    • 0001230484 scopus 로고
    • We were kindly informed by Professor S.D. Burke that the published (ref. 3), coupling of an (E)-vinyliodide with a picoline/CuCN- derived higher-order cuprate should be carried out with no more than 2 equiv of the latter reagent to avoid E/Z-isomerization. On the other hand, we found reproducible high yields of pure (E)- allylpyridines on coupling (E)-allylacetates with an excess of (2-pyridyl)2CuLi. Coupling reactions of allylacetates with other organocopper reagents: ref. 10)
    • (1977) J. Orgmetal. Chem. , vol.136 , pp. 103
    • Levisalles1    Rudler-Chauvin2    Rudler3
  • 37
    • 0038736789 scopus 로고
    • Camphor derivatives as chiral auxiliaries in asymmetric synthesis
    • Erratum
    • (1987) Tetrahedron , vol.43 , Issue.18 , pp. 1969
  • 44
    • 84918471544 scopus 로고    scopus 로고
    • W. Oppolzer, A.J. Kingma, G. Poli, Tetrahedron, in press.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.