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Volumn 130, Issue 26, 2008, Pages 8437-8445

How do analogous α-chloroenamides and α-iodoenamides give different product distributions in 5-Endo radical cyclizations?

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; NONMETALS; OLEFINS; SILANES; SILICON; TIN; TITANIUM COMPOUNDS;

EID: 46049112698     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja8012962     Document Type: Article
Times cited : (41)

References (62)
  • 5
    • 37049080746 scopus 로고    scopus 로고
    • Selected references: (a) Sato, T.; Nakamura, N.; Ikeda, K.; Okada, M.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans. I 1992, 2399-2407.
    • Selected references: (a) Sato, T.; Nakamura, N.; Ikeda, K.; Okada, M.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans. I 1992, 2399-2407.
  • 16
  • 17
    • 0036128645 scopus 로고    scopus 로고
    • Related cyclizations are also often mediated by
    • Related cyclizations are also often mediated by copper: Clark, A. J. Chem. Soc. Rev 2002, 31, 1-11.
    • (2002) Chem. Soc. Rev , vol.31 , pp. 1-11
    • copper1    Clark, A.J.2
  • 32
    • 46049087094 scopus 로고    scopus 로고
    • Resonance theory predicts that enamide radical 11E/Z should have a lower barrier to rotation than 13E/Z due to cross-conjugation of the lone pair of the amide nitrogen with the attached vinyl group
    • Resonance theory predicts that enamide radical 11E/Z should have a lower barrier to rotation than 13E/Z due to cross-conjugation of the lone pair of the amide nitrogen with the attached vinyl group. This effect should decrease the importance of amide resonance and reduce the rotation barrier.
    • This effect should decrease the importance of amide resonance and reduce the rotation barrier
  • 35
    • 84970621888 scopus 로고
    • For crystal structures of other enamides, see: a
    • For crystal structures of other enamides, see: (a) Cornforth, J.; Patrick, V. A.; White, A. H. Aust. J. Chem. 1984, 37, 1453-1460.
    • (1984) Aust. J. Chem , vol.37 , pp. 1453-1460
    • Cornforth, J.1    Patrick, V.A.2    White, A.H.3
  • 38
  • 39
    • 0000782249 scopus 로고    scopus 로고
    • 1st ed, Renard, P, Sibi, M. Eds, Wiley-VCH: Weinheim
    • (b) Newcomb, M. In Radicals in Organic Synthesis, 1st ed.; Renard, P., Sibi, M. Eds.; Wiley-VCH: Weinheim, 2001, Vol. 1, pp 317-336.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 317-336
    • Newcomb, M.1
  • 55
    • 0141660793 scopus 로고    scopus 로고
    • 1st ed, Renaud, P, Sibi, M. P. Eds, Wiley-VCH: Weinheim
    • (a) Zard, S. Z. In Radicals in Organic Synthesis, 1st ed.; Renaud, P., Sibi, M. P. Eds.; Wiley-VCH: Weinheim, 2001; Vol. 1, pp 91-108.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 91-108
    • Zard, S.Z.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.