메뉴 건너뛰기




Volumn 60, Issue 7, 2004, Pages 1463-1471

Chemoselective reductive alkylation of ammonia with carbonyl compounds: Synthesis of primary and symmetrical secondary amines

Author keywords

Aldehydes; Ammonia; Ketones; Reductive amination

Indexed keywords

ALCOHOL; ALDEHYDE DERIVATIVE; AMINE; AMMONIA; CARBONYL DERIVATIVE; KETONE DERIVATIVE; SODIUM BOROHYDRIDE; TITANIUM DERIVATIVE; TITANIUM ISOPROPOXIDE; UNCLASSIFIED DRUG;

EID: 0742324457     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2003.12.024     Document Type: Article
Times cited : (165)

References (94)
  • 3
    • 0000271610 scopus 로고
    • C.R. Genellin, Roberts S.M. New York: Academic
    • Main B.G., Tucker H. Genellin C.R., Roberts S.M. Medicinal chemistry. 2nd ed. 1993;187 Academic, New York.
    • (1993) Medicinal Chemistry , vol.2 , pp. 187
    • Main, B.G.1    Tucker, H.2
  • 12
    • 0004148431 scopus 로고
    • For reviews on reductive aminations see: (a). New York: Wiley. p 174
    • For reviews on reductive aminations see: (a) Emerson W.S. Organic reactions. Vol. 4:1948;Wiley, New York. p 174.
    • (1948) Organic Reactions , vol.4
    • Emerson, W.S.1
  • 13
  • 42
    • 85030893466 scopus 로고    scopus 로고
    • Also see, Ref. 3g, pp 28, 31
    • Also see, Ref. 3g, pp 28, 31.
  • 55
    • 0032487771 scopus 로고    scopus 로고
    • 4 and borohydride-based reducing agents have been described: See, for example, Refs. 5c,6, and. Another modification using polymethylhydrosiloxane as the reducing agent (Ref. 10b) has appeared recently, although no references to prior work was cited
    • 4 and borohydride-based reducing agents have been described: See, for example, Refs. 5c,6, and Breitenbucher J.G., Hui H.C. Tetrahedron Lett. 39:1998;8207. Another modification using polymethylhydrosiloxane as the reducing agent (Ref. 10b) has appeared recently, although no references to prior work was cited.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 8207
    • Breitenbucher, J.G.1    Hui, H.C.2
  • 57
    • 0033529914 scopus 로고    scopus 로고
    • There is ample precedence in the literature that the reductive alkylations of ammonia with aldehydes are typically devoid of any chemoselectivity and produce a mixture of amines. See, for example: (a)
    • There is ample precedence in the literature that the reductive alkylations of ammonia with aldehydes are typically devoid of any chemoselectivity and produce a mixture of amines. See, for example: (a) Abbadi M., Holman G.D., Morin C., Ress W.D., Yang J. Tetrahedron Lett. 40:1999;5861.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 5861
    • Abbadi, M.1    Holman, G.D.2    Morin, C.3    Ress, W.D.4    Yang, J.5
  • 59
    • 0242666484 scopus 로고    scopus 로고
    • New York: Wiley. p 1 and references cited therein
    • Baxter E.W., Reitz A.B. Organic reactions. Vol. 59:2002;Wiley, New York. p 1 and references cited therein.
    • (2002) Organic Reactions , vol.59
    • Baxter, E.W.1    Reitz, A.B.2
  • 60
    • 0033029445 scopus 로고    scopus 로고
    • See, for example: (a). and references therein
    • See, for example: (a) Insaf S.S., Witiak D.T. Synthesis. 1999;435. and references therein.
    • (1999) Synthesis , pp. 435
    • Insaf, S.S.1    Witiak, D.T.2
  • 73
    • 85030897774 scopus 로고    scopus 로고
    • Obata, T.; Fujii, K.; Tsutsumiuchi, K.; Nakamoto, Y. Eur. Pat. Appl. EP 543402 A1 19930526, 1993
    • Obata, T.; Fujii, K.; Tsutsumiuchi, K.; Nakamoto, Y. Eur. Pat. Appl. EP 543402 A1 19930526, 1993.
  • 91
    • 85030896174 scopus 로고    scopus 로고
    • Sakai, T.; Takami, A.; Suzuki, R. PCT Int. Appl. WO 9801417 A1 19980115, 1998
    • Sakai, T.; Takami, A.; Suzuki, R. PCT Int. Appl. WO 9801417 A1 19980115, 1998.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.