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Volumn 33, Issue 16, 1992, Pages 2115-2118

Preparation and cycloadditions of a 4-methoxy-3-oxidopyrylium ylid: a reagent for the synthesis of highly substituted seven-membered rings and tetrahydrofurans

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE; POLYCYCLIC HYDROCARBON; PYRAN DERIVATIVE;

EID: 0026529744     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(92)88154-W     Document Type: Article
Times cited : (68)

References (23)
  • 3
    • 0346466427 scopus 로고
    • For early studies on the intermolecular reactions, see:
    • (1952) J. Am. Chem. Soc. , vol.74 , pp. 3959
    • Woods1
  • 14
    • 33845184642 scopus 로고
    • For a recent review of cycloaddition reactions of heteroaromatic six-membered rings see:
    • (1989) Chem. Rev. , vol.89 , pp. 827-861
    • Katritzky1    Dennis2
  • 17
    • 84918666807 scopus 로고    scopus 로고
    • This salt crystallized from EtOAc as a white solid (m.p. 52°C).
  • 18
    • 84918706776 scopus 로고    scopus 로고
    • The endo isomer is defined as that in which the olefinic substituent(s) is anti to the oxido-bridge. The stereochemistry of adducts 10 and 11 was deduced from the coupling constant across the positions 1,7.
  • 19
    • 84918692498 scopus 로고    scopus 로고
    • All new compounds gave satisfactory NMR and high resolution mass spectra.
  • 20
    • 84918656366 scopus 로고    scopus 로고
    • 1H NMR spectrum, which shows a coupling constant of 2.5 Hz between the protons α to the ketones.
  • 21
    • 84918676606 scopus 로고    scopus 로고
    • endo), 1.74 (s, 3H).
  • 22
    • 84918705063 scopus 로고    scopus 로고
    • endo), 1.54 (s, 3H).
  • 23
    • 84918672834 scopus 로고    scopus 로고
    • 3, 300 MHz) of 17: 5.90 (s, 1H), 4.29 (s, 1H), 3.58 (s, 3H), 2.35 (br d, J∼12 Hz, 2H), 1.98 (br s, 2H), 1.84 (br d, J∼9.8 Hz, 1H), 1.5 (m, 5H), 1.12 (m, 2H), 0.99 (br d, J∼9.6 Hz, 1H).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.