메뉴 건너뛰기




Volumn 127, Issue 48, 2005, Pages 16778-16779

Remarkable phosphine-effect on the intramolecular aldol reactions of unsaturated 1,5-diketones: Highly regioselective synthesis of cross-conjugated dienones

Author keywords

[No Author keywords available]

Indexed keywords

1,5 DIKETONE; ALKENE DERIVATIVE; BICYCLO COMPOUND; DIKETONE; PHOSPHINE; UNCLASSIFIED DRUG;

EID: 28844471923     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja054085l     Document Type: Article
Times cited : (69)

References (30)
  • 1
    • 0004326137 scopus 로고
    • For leading references on the regioselectivity of base-catalyzed aldol cyclizations of 1,4- and 1,5-diketones, see: (a) Singh, R. K.; McCurry, P. M. J. Org. Chem. 1974, 39, 2316.
    • (1974) J. Org. Chem. , vol.39 , pp. 2316
    • Singh, R.K.1    McCurry, P.M.2
  • 3
    • 0000487061 scopus 로고
    • Heathcock, C. H., Ed.; Pergamon Press: New York
    • (c) For a review, see: Heathcock, C. H. In Comprehensive Organic Synthesis: Heathcock, C. H., Ed.; Pergamon Press: New York, 1991; Vol. 2, p 181.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 181
    • Heathcock, C.H.1
  • 9
    • 5144220014 scopus 로고    scopus 로고
    • (f) For a review of reactions involving phosphine organocatalysis, see: Methot, J. L.; Roush, W. R. Adv. Synth. Catal. 2004, 346, 1035.
    • (2004) Adv. Synth. Catal. , vol.346 , pp. 1035
    • Methot, J.L.1    Roush, W.R.2
  • 10
    • 28844433395 scopus 로고    scopus 로고
    • U.S. Patent 3,074,999, 1963
    • For selected examples of the related Rauhut-Currier reaction, see: (g) Rauhut, M. M.; Currier, H. U.S. Patent 3,074,999, 1963.
    • Rauhut, M.M.1    Currier, H.2
  • 11
    • 28844471148 scopus 로고    scopus 로고
    • U.S. Patent 3,225,083, 1965
    • (h) McClure, J. D. J. U.S. Patent 3,225,083, 1965.
    • McClure, J.D.J.1
  • 24
    • 28844461259 scopus 로고    scopus 로고
    • note
    • 2 and MeOH significantly reduced the amount of MeOH Michael adducts (from 20 to 3%), but conversions and/or selectivities were lower in these solvent systems.
  • 25
    • 28844492855 scopus 로고    scopus 로고
    • note
    • Isomers 4 and 5 do not equilibrate under the reaction conditions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.