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Volumn 81, Issue 10, 2008, Pages 1308-1314

Highly stereoselective intramolecular diels-alder reaction of decatrienoates activated by t-butoxycarbonyl, chloro, and sulfonyl groups at the terminal position

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOADDUCT; DIELS-ALDER REACTIONS; ESTER GROUPS; OLEFIN ISOMERIZATION; PHENYLSULFONYL GROUPS; STEREOSELECTIVE; SULFONYL GROUPS; TERMINAL POSITIONS;

EID: 58149185444     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.81.1308     Document Type: Article
Times cited : (3)

References (40)
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    • For related reviews on IMDA reactions, see: a
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    • (1984) Org. React , vol.32 , pp. 1
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  • 3
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    • ed. by D. P. Curran, JAI Press
    • c) W. R. Roush, in Advances in Cycloaddition, ed. by D. P. Curran, JAI Press, 1990, Vol. 2, pp. 91-142.
    • (1990) Advances in Cycloaddition , vol.2 , pp. 91-142
    • Roush, W.R.1
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    • ed. by B. M. Trost, I. Fleming, Pergamon Press, Oxford, UK
    • d) W. R. Roush, in Comprehensive Organic Synthesis, ed. by B. M. Trost, I. Fleming, Pergamon Press, Oxford, UK, 1991, Vol. 5, pp. 513-516.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 513-516
    • Roush, W.R.1
  • 11
    • 0035937307 scopus 로고    scopus 로고
    • For theoretical discussions of the transition states in the IMDA reaction of 1,3,9-decatrienoates, see: g D. J. Tantillo, K. N. Houk, M. E. Jung, J. Org. Chem. 2001, 66, 1938.
    • For theoretical discussions of the transition states in the IMDA reaction of 1,3,9-decatrienoates, see: g) D. J. Tantillo, K. N. Houk, M. E. Jung, J. Org. Chem. 2001, 66, 1938.
  • 18
    • 0000778675 scopus 로고    scopus 로고
    • For examples of IMDA reactions of trienoates with terminally activated dienophiles, see: a L. Strekowski, S. Kong, M. A. Battiste, J. Org. Chem. 1988, 53, 901
    • For examples of IMDA reactions of trienoates with terminally activated dienophiles, see: a) L. Strekowski, S. Kong, M. A. Battiste, J. Org. Chem. 1988, 53, 901.
  • 21
    • 0000094509 scopus 로고    scopus 로고
    • This trend parallels observations previously established in the decatriene system. W. R. Roush, A. P. Essenfeld, J. S. Warmus, Tetrahedron Lett. 1987, 25, 2447
    • This trend parallels observations previously established in the decatriene system. W. R. Roush, A. P. Essenfeld, J. S. Warmus, Tetrahedron Lett. 1987, 25, 2447.
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  • 26
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    • (E)-3-Phenylsulfonylacrylic acid (3j): d) P. J. Bradley, D. H. Grayson, J. Chem. Soc., Perkin Trans. 1 2002, 1794.
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    • The structures of these by-products were not determined at this stage, but a later isomerization experiment of cis-2j revealed that the byproducts of the cyclization of 1j were 8 and 9 by comparison with the isolated compounds.
    • The structures of these by-products were not determined at this stage, but a later isomerization experiment of cis-2j revealed that the byproducts of the cyclization of 1j were 8 and 9 by comparison with the isolated compounds.
  • 39
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    • DIRDIF 94: P. T. Beurskens, G. Admiraal, G. Beurskens, W. P. Bosman, R. de Gelder, R. Israel, J. M. M. Smits, The DIRDIF-94 Program System, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands, 1994.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.