메뉴 건너뛰기




Volumn 46, Issue 11, 2007, Pages 1897-1900

Rate-accelerated nonconventional amide synthesis in water: A practical catalytic aldol-surrogate reaction

Author keywords

hydroxy amides; Alkynes; Azides; Copper; Water

Indexed keywords

ALCOHOLS; CATALYSIS; COPPER; SYNTHESIS (CHEMICAL); WATER;

EID: 34250893061     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200604358     Document Type: Article
Times cited : (121)

References (43)
  • 2
    • 11844259698 scopus 로고    scopus 로고
    • Ed, R. Mahrwald, Wiley-VCH, Weinheim
    • b) Modern Aldol Reactions (Ed.: R. Mahrwald), Wiley-VCH, Weinheim, 2004.
    • (2004) Modern Aldol Reactions
  • 5
  • 6
    • 2942676635 scopus 로고    scopus 로고
    • For instructive aspects of using carboxylic acid derivatives as aldol donors, see: a
    • For instructive aspects of using carboxylic acid derivatives as aldol donors, see: a) A. Abiko, Acc. Chem. Res. 2004, 37, 387;
    • (2004) Acc. Chem. Res , vol.37 , pp. 387
    • Abiko, A.1
  • 8
    • 23044486219 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 4682.
    • (2005) Chem. Int. Ed , vol.44 , pp. 4682
    • Angew1
  • 13
    • 33746187584 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 3157;
    • (2006) Chem. Int. Ed , vol.45 , pp. 3157
    • Angew1
  • 17
    • 33746191914 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 3154.
    • (2006) Chem. Int. Ed , vol.45 , pp. 3154
    • Angew1
  • 18
    • 33745955129 scopus 로고    scopus 로고
    • Recently, an elegant example of catalytic aldol reactions of amides with aldehydes was reported: S. Saito, S. Kobayashi, J. Am. Chem. Soc. 2006, 128, 8704.
    • Recently, an elegant example of catalytic aldol reactions of amides with aldehydes was reported: S. Saito, S. Kobayashi, J. Am. Chem. Soc. 2006, 128, 8704.
  • 19
    • 34250806298 scopus 로고    scopus 로고
    • Trost and co-workers reported an alkyne hydrosilylation-oxidation strategy as a selective aldol-surrogate reaction: a B. M. Trost, Z. T. Ball, T. Jöge, Angew. Chem. 2003, 115, 3537;
    • Trost and co-workers reported an alkyne hydrosilylation-oxidation strategy as a selective aldol-surrogate reaction: a) B. M. Trost, Z. T. Ball, T. Jöge, Angew. Chem. 2003, 115, 3537;
  • 20
  • 22
    • 0000677232 scopus 로고
    • a) C.-J. Li, Chem. Rev. 1993, 93, 2023;
    • (1993) Chem. Rev , vol.93 , pp. 2023
    • Li, C.-J.1
  • 25
    • 20344388819 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 3275;
    • (2005) Chem. Int. Ed , vol.44 , pp. 3275
    • Angew1
  • 26
    • 24044470646 scopus 로고    scopus 로고
    • d) C.-J. Li, Chem. Rev. 2005, 105, 3095.
    • (2005) Chem. Rev , vol.105 , pp. 3095
    • Li, C.-J.1
  • 27
    • 34250901288 scopus 로고    scopus 로고
    • For details, see the Supporting Information
    • For details, see the Supporting Information.
  • 28
    • 23044490801 scopus 로고    scopus 로고
    • For a recent example of using acetylene gas in organic transformations, see
    • For a recent example of using acetylene gas in organic transformations, see: M. Nakamura, K. Endo, E, Nakamura, Org. Lett. 2005, 7, 3279.
    • (2005) Org. Lett , vol.7 , pp. 3279
    • Nakamura, M.1    Endo, K.2    Nakamura, E.3
  • 32
    • 33748655418 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 5527.
    • (2006) Chem. Int. Ed , vol.45 , pp. 5527
    • Angew1
  • 33
    • 34250833070 scopus 로고    scopus 로고
    • In a recent report Fokin et al. included one tertiary propargyl alcohol as a viable substrate for the formation of amide (68, using [Cu(CH 3CN)4]PF6 catalyst in the presence of sodium ascorbate, sodium bicarbonate, and a ligating tristriazolyl amine ligand (TBTA) in aqueous cosolvent tBuOH/H2O, 2:1, See Ref, 6b
    • 2O, 2:1). See Ref. [6b].
  • 35
    • 0032704431 scopus 로고    scopus 로고
    • For selected notable examples of non-aldol-type reactions for the formation of β-hydroxycarbonyl moieties, see: a S. G. Nelson, T. J. Peelen, Z. Wan, J. Am. Chem. Soc. 1999, 121, 9742;
    • For selected notable examples of non-aldol-type reactions for the formation of β-hydroxycarbonyl moieties, see: a) S. G. Nelson, T. J. Peelen, Z. Wan, J. Am. Chem. Soc. 1999, 121, 9742;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.