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Volumn , Issue 21, 2011, Pages 3475-3481

A mild one-pot conversion of alkenes into amines through tandem ozonolysis and reductive amination

Author keywords

amine; hydroperoxyacetal; ozonolysis; reductive amination; sodium triacetoxyborohydride

Indexed keywords

HYDROPEROXYACETAL; ONE POT; ONE-POT SYNTHESIS; OZONOLYSIS; REDUCTIVE AMINATION; SELECTIVE REDUCTION; SODIUM TRIACETOXYBOROHYDRIDE;

EID: 80054697012     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1260244     Document Type: Article
Times cited : (16)

References (35)
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    • These authors contributed equally to this manuscript
    • These authors contributed equally to this manuscript.
  • 2
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    • Schaumann, E.; Enders, D., Eds.; Thieme: Stuttgart
    • (a) Margaretha, P. In Science of Synthesis, Vol. 40a; Schaumann, E.; Enders, D., Eds.; Thieme: Stuttgart, 2009, 65-89.
    • (2009) Science of Synthesis , vol.40 A , pp. 65-89
    • Margaretha, P.1
  • 7
    • 0037131236 scopus 로고    scopus 로고
    • The reduction of ozonides, tetraoxanes, or polymeric peroxides derived from hindered substrates can be very slow, leading to the inadvertent concentration of potentially explosive intermediates, see, for example
    • The reduction of ozonides, tetraoxanes, or polymeric peroxides derived from hindered substrates can be very slow, leading to the inadvertent concentration of potentially explosive intermediates, see, for example: Chen, L.; Wiemer, D. F. J. Org. Chem. 2002, 67, 7561.
    • (2002) J. Org. Chem. , vol.67 , pp. 7561
    • Chen, L.1    Wiemer, D.F.2
  • 19
    • 34848928102 scopus 로고    scopus 로고
    • For reductive aminations involving NaCNBH3 and hydroperoxyacetals or related intermediates, see: (a)
    • For reductive aminations involving NaCNBH3 and hydroperoxyacetals or related intermediates, see: (a) Namba, K.; Murata, Y.; Horikawa, M.; Iwashita, T.; Kusumoto, S. Angew. Chem. Int. Ed. 2007, 46, 7060.
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 7060
    • Namba, K.1    Murata, Y.2    Horikawa, M.3    Iwashita, T.4    Kusumoto, S.5
  • 23
    • 0027194723 scopus 로고
    • 1cb fragmentation to form an aldehyde, which undergoes reductive amination in the presence of the cogenerated formate
    • 1cb fragmentation to form an aldehyde, which undergoes reductive amination in the presence of the cogenerated formate: Hon, Y.-S.; Lu, L. Tetrahedron Lett. 1993, 34, 5309.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 5309
    • Hon, Y.-S.1    Lu, L.2
  • 24
    • 0041189167 scopus 로고
    • Reductive amination of ozonides and/or hydroperoxyacetals has been accomplished using more powerful reducing systems; Raney Ni
    • Reductive amination of ozonides and/or hydroperoxyacetals has been accomplished using more powerful reducing systems; Raney Ni: (a) Pollart, K. A.; Miller, R. E. J. Org. Chem. 1962, 27, 2392.
    • (1962) J. Org. Chem. , vol.27 , pp. 2392
    • Pollart, K.A.1    Miller, R.E.2
  • 34
    • 80054919656 scopus 로고    scopus 로고
    • 13C NMR, IR, and HRMS
    • 13C NMR, IR, and HRMS.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.