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Volumn 131, Issue 5, 2009, Pages 1947-1957

Diels-alder exo selectivity in terminal-substituted dienes and dienophiles: Experimental discoveries and computational explanations

Author keywords

[No Author keywords available]

Indexed keywords

ASYNCHRONOUS MODELS; CHIRAL AUXILIARIES; COMPUTATIONAL RESULTS; DIELS-ALDER; DIELS-ALDER REACTION; DIENOPHILE; DIENOPHILES; FACIAL SELECTIVITY; OXAZOLIDINONE; SUBSTITUTION PATTERNS; TRANSITION STRUCTURES; UNSATURATED KETONES;

EID: 67849083450     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja8079548     Document Type: Article
Times cited : (99)

References (115)
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    • Lamy-Schelkens, H.; Giomi, D.; Ghosez, L. Tetrahedron Lett. 1989, 30, 5887. Exo-selective catalytic asymmetric Diels-Alder reactions of Danishefsky-type dienes and α,β-unsaturated N-acyloxazolidinones have also been disclosed very recently.
    • (h) Lamy-Schelkens, H.; Giomi, D.; Ghosez, L. Tetrahedron Lett. 1989, 30, 5887. Exo-selective catalytic asymmetric Diels-Alder reactions of Danishefsky-type dienes and α,β-unsaturated N-acyloxazolidinones have also been disclosed very recently.
  • 13
    • 52449111844 scopus 로고    scopus 로고
    • See: i, Chem. Soc, For a report on an exo-selective Diels-Alder reaction that also includes a mechanistic discussion
    • See: (i) Sudo, Y; Shirasaki, D.; Harada, S.; Nishida, A. J. Am. Chem. Soc. 2008, 130, 12588. For a report on an exo-selective Diels-Alder reaction that also includes a mechanistic discussion,
    • (2008) J. Am , vol.130 , pp. 12588
    • Sudo, Y.1    Shirasaki, D.2    Harada, S.3    Nishida, A.4
  • 44
    • 0038514123 scopus 로고    scopus 로고
    • For related Diels, Alder reactions of all-carbon silylated dienes, see: a
    • For related Diels - Alder reactions of all-carbon silylated dienes, see: (a) Ryu, D. H.; Corey, E. J. J. Am. Chem. Soc. 2003, 125, 6388.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 6388
    • Ryu, D.H.1    Corey, E.J.2
  • 70
    • 0035922379 scopus 로고    scopus 로고
    • For a recent example of the use of this chiral auxiliary in an exoselective asymmetric hetero-Diels-Alder reaction, see: Evans, D. A, Scheidt, K. A, Downey, C. W. Org. Lett. 2001, 3, 3009
    • For a recent example of the use of this chiral auxiliary in an exoselective asymmetric hetero-Diels-Alder reaction, see: Evans, D. A.; Scheidt, K. A.; Downey, C. W. Org. Lett. 2001, 3, 3009.
  • 82
    • 84891739994 scopus 로고    scopus 로고
    • Frisch, M. J.; et al. Gaussian 03, revisions C.02 and D.01; Gaussian, Inc.: Wallingford, CT, 2004.
    • Frisch, M. J.; et al. Gaussian 03, revisions C.02 and D.01; Gaussian, Inc.: Wallingford, CT, 2004.
  • 99
    • 84891735520 scopus 로고    scopus 로고
    • Houk, K. N.; Gonzalez, J.; Li, Y. Acc. Chem. Res. 1995, 28, 81. For an up-to-date discussion of Diels-Alder mechanisms, also see: Bachrach, S. M. Computational Organic Chemistry; Wiley: Hoboken, NJ, 2007; pp 128-133.
    • Houk, K. N.; Gonzalez, J.; Li, Y. Acc. Chem. Res. 1995, 28, 81. For an up-to-date discussion of Diels-Alder mechanisms, also see: Bachrach, S. M. Computational Organic Chemistry; Wiley: Hoboken, NJ, 2007; pp 128-133.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.