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Volumn 73, Issue 12, 2008, Pages 4458-4463

Modular asymmetric synthesis of P-chirogenic β-amino phosphine boranes

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ALDEHYDES; AMINATION; AMINES; ARCHITECTURAL DESIGN; BORON COMPOUNDS; CHEMICAL COMPOUNDS; CHEMICAL REACTIONS; COMPLEXATION; HYDRIDES; MICROWAVE IRRADIATION; MICROWAVES; ORGANIC COMPOUNDS; PHOSPHORUS COMPOUNDS; SYNTHESIS (CHEMICAL); TELLURIUM COMPOUNDS;

EID: 45249087033     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800672b     Document Type: Article
Times cited : (39)

References (50)
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    • For reviews on P-chirogenic phosphines, see: a
    • For reviews on P-chirogenic phosphines, see: (a) Ohff, M.; Holz, J.; Quirmbach, M.; Borner, A. Synthesis 1998, 1391-1415.
    • (1998) Synthesis , pp. 1391-1415
    • Ohff, M.1    Holz, J.2    Quirmbach, M.3    Borner, A.4
  • 15
    • 2542451759 scopus 로고    scopus 로고
    • For a recent review on P,N-ligands, see
    • For a recent review on P,N-ligands, see: Guiry, P. J.; Saunders, C. P. Adv. Synth. Cat. 2004, 346, 497-537.
    • (2004) Adv. Synth. Cat , vol.346 , pp. 497-537
    • Guiry, P.J.1    Saunders, C.P.2
  • 27
    • 0026704085 scopus 로고    scopus 로고
    • For examples of non-chiral/racemic α-formylphosphines and phosphine boranes, see: (a) Pellon, P. Tetrahedron Lett. 1992, 33, 4451-4452
    • For examples of non-chiral/racemic α-formylphosphines and phosphine boranes, see: (a) Pellon, P. Tetrahedron Lett. 1992, 33, 4451-4452.
  • 28
    • 33748499422 scopus 로고
    • The latter reference indicates an alternative method for the preparation of P-chirogenic α-formylphosphines via the corresponding phosphine sulfide, although this was not carried out in practice for the α-formyl example
    • (b) Mathey, F.; Mercier, F. J. Organomet. Chem. 1979, 177, 255-263. The latter reference indicates an alternative method for the preparation of P-chirogenic α-formylphosphines via the corresponding phosphine sulfide, although this was not carried out in practice for the α-formyl example.
    • (1979) J. Organomet. Chem , vol.177 , pp. 255-263
    • Mathey, F.1    Mercier, F.2
  • 31
    • 33749331391 scopus 로고    scopus 로고
    • For some other examples of microwave-assisted reductive amination, using slightly different reaction conditions, see: a
    • For some other examples of microwave-assisted reductive amination, using slightly different reaction conditions, see: (a) Bailey, H. V.; Heaton, W.; Vicker, N.; Potter, B. V. L. Synlett 2006, 2444-2448.
    • (2006) Synlett , pp. 2444-2448
    • Bailey, H.V.1    Heaton, W.2    Vicker, N.3    Potter, B.V.L.4
  • 35
    • 0030697086 scopus 로고    scopus 로고
    • For the first example of the conjugate addition of diethylzinc to a nitroolefin, see: a
    • For the first example of the conjugate addition of diethylzinc to a nitroolefin, see: (a) Alexakis, A.; Vastra, J.; Mangeney, P. Tetrahedron Lett. 1997, 38, 7745-7748.
    • (1997) Tetrahedron Lett , vol.38 , pp. 7745-7748
    • Alexakis, A.1    Vastra, J.2    Mangeney, P.3
  • 36
    • 0036793999 scopus 로고    scopus 로고
    • For a review on asymmetric copper-catalyzed conjugate addition, see: b
    • For a review on asymmetric copper-catalyzed conjugate addition, see: (b) Alexakis, A.; Benhaim, C. Eur. J. Org. Chem. 2002, 3221-3236.
    • (2002) Eur. J. Org. Chem , pp. 3221-3236
    • Alexakis, A.1    Benhaim, C.2
  • 37
    • 0000852022 scopus 로고    scopus 로고
    • phosphoramidite ligands, For other examples of asymmetric conjugate addition to nitroolefins, see: a
    • For other examples of asymmetric conjugate addition to nitroolefins, see: (a) Alexakis, A.; Benhaim, C. Org. Lett. 2000, 2, 2579-2581. (phosphoramidite ligands).
    • (2000) Org. Lett , vol.2 , pp. 2579-2581
    • Alexakis, A.1    Benhaim, C.2
  • 39
    • 27444432700 scopus 로고    scopus 로고
    • For other examples of the use of P-chirogenic ligands in the copper-catalyzed asymmetric conjugate addition reaction, see: (a) Takahashi, Y, Yamamoto, Y, Katagiri, K, Danjo, H, Yamaguchi, K, Imamoto, T. J. Org. Chem. 2005, 70, 9009-9012
    • For other examples of the use of P-chirogenic ligands in the copper-catalyzed asymmetric conjugate addition reaction, see: (a) Takahashi, Y.; Yamamoto, Y.; Katagiri, K.; Danjo, H.; Yamaguchi, K.; Imamoto, T. J. Org. Chem. 2005, 70, 9009-9012.
  • 42
  • 46
    • 45249110718 scopus 로고    scopus 로고
    • The corresponding racemic compound has been prepared earlier, see ref 8b
    • The corresponding racemic compound has been prepared earlier, see ref 8b.
  • 48
    • 45249100941 scopus 로고    scopus 로고
    • The corresponding free phosphine has been prepared earlier, see ref 7c
    • The corresponding free phosphine has been prepared earlier, see ref 7c.
  • 49
    • 0036329765 scopus 로고    scopus 로고
    • 1H NMR data were in accordance to published data for this compound.
    • 1H NMR data were in accordance to published data for this compound.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.