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Volumn 69, Issue 5, 2004, Pages 1531-1534

Introduction of Functionalized C1, C2, and C3 Units to Imines through the Dimethylzinc-Air-Initiated Radical Addition

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CHEMICAL BONDS; NITROGEN COMPOUNDS;

EID: 1442299995     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035496s     Document Type: Article
Times cited : (81)

References (59)
  • 6
  • 8
    • 0004269715 scopus 로고    scopus 로고
    • Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany
    • For other excellent reviews of radical reactions, see:(e) Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim, Germany, 2001.
    • (2001) Radicals in Organic Synthesis
  • 9
    • 0033618523 scopus 로고    scopus 로고
    • (f) Yet, L. Tetrahedron 1999, 55, 9349-9403.
    • (1999) Tetrahedron , vol.55 , pp. 9349-9403
    • Yet, L.1
  • 13
    • 0141854357 scopus 로고    scopus 로고
    • Addition of α-alkoxyalkyl radicals to C=N double bonds: (a) Fernández, M.; Alonso, R. Org. Lett. 2003, 5, 2461-2464.
    • (2003) Org. Lett. , vol.5 , pp. 2461-2464
    • Fernández, M.1    Alonso, R.2
  • 46
    • 1442267988 scopus 로고    scopus 로고
    • note
    • Benzylidene-4,4,5,5-tetramethyl-1,3-dioxolane, which would be formed by the elimination of 4, was not detected in the crude product.
  • 47
    • 1442267990 scopus 로고    scopus 로고
    • note
    • 3.
  • 48
    • 33847799422 scopus 로고
    • The relative configuration of 9a was determined by the comparison of their melting points, 126-127 °C for the major isomer and 120-120.5 °C for the minor isomer, to that reported for (RS,SR)-9a, 118-120 °C, in: Sharpless, K. B.; Chong, A. O.; Oshima, K. J. Org. Chem. 1976, 41, 177-179.
    • (1976) J. Org. Chem. , vol.41 , pp. 177-179
    • Sharpless, K.B.1    Chong, A.O.2    Oshima, K.3
  • 49
    • 0011682094 scopus 로고
    • A carbon radical having a π-substituent, such as an α-alkoxyalkyl radical, favors a pyramidal structure: (a) Bernard, F.; Cherry, W.; Shaik, S.; Epiotis, N. D. J. Am. Chem. Soc. 1978, 100, 1352-1356.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 1352-1356
    • Bernard, F.1    Cherry, W.2    Shaik, S.3    Epiotis, N.D.4
  • 51
    • 1442317047 scopus 로고    scopus 로고
    • note
    • The relative configuration (RS,RS) of the substituents on the dioxolane ring was confirmed by the nOe between the 5-methyl protons and the methine proton at the 4-position for 11a or the 4-methyl protons for 11b.
  • 52
    • 0037071940 scopus 로고    scopus 로고
    • The relative configuration of 13 was tentatively assigned as shown based on this precedent: Harris, J. M.; Padwa, A. Org. Lett. 2002, 4, 2029-2031.
    • (2002) Org. Lett. , vol.4 , pp. 2029-2031
    • Harris, J.M.1    Padwa, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.