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Volumn , Issue 20, 2003, Pages 4059-4068

Stereocontrol of the Intramolecular Diels-Alder Reaction by Internal Hydrogen Bonding

Author keywords

Cycloaddition; Density functional calculations; Diastereoselectivity; Synthetic methods

Indexed keywords

ALKADIENE; BICYCLO COMPOUND; ESTER; FUMARIC ACID DERIVATIVE; HYDROXYL GROUP; MALEIC ACID DERIVATIVE; METHYL GROUP;

EID: 0242323555     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300414     Document Type: Article
Times cited : (22)

References (54)
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    • [2e] W. R. Roush, Adv. Cycloaddition, Vol. 2, (Ed.: D. P. Curran) JAI, Greenwich, CT, 1990; pp. 91-146.
    • (1990) Adv. Cycloaddition, Vol. 2 , vol.2 , pp. 91-146
    • Roush, W.R.1
  • 12
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    • (Eds.: B. M. Trost, I. Fleming, L. A. Paquette) Pergamon, Oxford
    • [2f] W. R. Roush, Comprehensive Organic Synthesis Vol. 5, (Eds.: B. M. Trost, I. Fleming, L. A. Paquette) Pergamon, Oxford, 1991, pp. 513-550.
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    • Roush, W.R.1
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    • [11b] For seminal work with citraconate esters see: J. D. White, B. G. Sheldon, J. Org. Chem. 1981, 46, 2273-2280.
    • (1981) J. Org. Chem. , vol.46 , pp. 2273-2280
    • White, J.D.1    Sheldon, B.G.2
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    • note
    • Cartesian coordinates for selected transition structures for the IMDA reactions of 1, 4, 12 and 13 are provided in the Supporting Information.
  • 45
    • 0002774473 scopus 로고    scopus 로고
    • This sequence has been reported in the benzyl ether series: S. Weigand, R. Bruckner, Synlett 1997, 225-228.
    • (1997) Synlett , pp. 225-228
    • Weigand, S.1    Bruckner, R.2
  • 52
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    • This compound has been prepared and thermolysed previously: M. J. Batchelor, J. M. Mellor, J. Chem. Soc., Perkin Trans. 1 1989, 5, 985-995. These workers report an exo:endo ratio of 2: 1. Our findings are in good agreement with this study.
    • (1989) J. Chem. Soc., Perkin Trans. 1 , vol.5 , pp. 985-995
    • Batchelor, M.J.1    Mellor, J.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.