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Volumn 46, Issue 24, 2007, Pages 4507-4510

Enantioselective organocatalytic hydrophosphination of α,β- unsaturated aldehydes

Author keywords

Aldehydes; Asymmetric synthesis; Conjugate addition; Organocatalysis; Phosphanes

Indexed keywords

AMINES; CHIRALITY; DERIVATIVES; ENANTIOSELECTIVITY; SYNTHESIS (CHEMICAL);

EID: 34250780536     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200700916     Document Type: Article
Times cited : (163)

References (89)
  • 3
    • 0034867881 scopus 로고    scopus 로고
    • For reviews on the use on phosphine catalyzed reactions, see a
    • For reviews on the use on phosphine catalyzed reactions, see a) X. Lu, C. Zhang, Z. Xu, Acc. Chem. Res. 2001, 34, 535;
    • (2001) Acc. Chem. Res , vol.34 , pp. 535
    • Lu, X.1    Zhang, C.2    Xu, Z.3
  • 5
    • 23044432585 scopus 로고    scopus 로고
    • B. Wiese, G. Knühl, D. Flubacher, J. W. Prieß, B. Ulriksen, K. Brödner, G. Helmchen, Eur. J. Org. Chem. 2005, 3246, and references therein;
    • a) B. Wiese, G. Knühl, D. Flubacher, J. W. Prieß, B. Ulriksen, K. Brödner, G. Helmchen, Eur. J. Org. Chem. 2005, 3246, and references therein;
  • 12
    • 34250778113 scopus 로고    scopus 로고
    • Hydrophosphination and related reactions: D. K. Wicht, D. S. Glueck in Catalytic Heterofunctionalizations (Eds.: A. Togni, H. Grützmacher), Wiley-VCH, Weinheim, 2001.
    • b) "Hydrophosphination and related reactions": D. K. Wicht, D. S. Glueck in Catalytic Heterofunctionalizations (Eds.: A. Togni, H. Grützmacher), Wiley-VCH, Weinheim, 2001.
  • 17
    • 32844457119 scopus 로고    scopus 로고
    • For example, see a
    • For example, see a) B. List, Chem. Commun. 2006, 819;
    • (2006) Chem. Commun , pp. 819
    • List, B.1
  • 20
    • 33947198541 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 1570.
    • (2007) Chem. Int. Ed , vol.46 , pp. 1570
    • Angew1
  • 22
  • 24
  • 26
  • 34
  • 36
    • 33746290813 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 4305;
    • (2006) Chem. Int. Ed , vol.45 , pp. 4305
    • Angew1
  • 38
  • 40
  • 42
    • 34248192461 scopus 로고    scopus 로고
    • 1101, and references therein;
    • Angew. Chem. Int. Ed. 2007, 46, 1101, and references therein;
    • (2007) Angew. Chem. Int. Ed , vol.46
  • 44
    • 33750440775 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 6853;
    • (2006) Chem. Int. Ed , vol.45 , pp. 6853
    • Angew1
  • 47
  • 50
    • 33746286405 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 4193;
    • (2006) Chem. Int. Ed , vol.45 , pp. 4193
    • Angew1
  • 62
    • 34250157969 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 1983-1987;
    • (2007) Chem. Int. Ed , vol.46 , pp. 1983-1987
    • Angew1
  • 64
  • 68
    • 34250705546 scopus 로고    scopus 로고
    • 3CN, THF, toluene, and DMF with similar enantioselectivity (26-45 % ee), but with lower efficiency.
    • 3CN, THF, toluene, and DMF with similar enantioselectivity (26-45 % ee), but with lower efficiency.
  • 69
    • 0346365499 scopus 로고    scopus 로고
    • Deprotection of the phosphine borane can be readily accomplished, see Ref. [3a] and a J. McNulty, Y. Zhou, Tetrahedron Lett. 2004, 45, 407;
    • Deprotection of the phosphine borane can be readily accomplished, see Ref. [3a] and a) J. McNulty, Y. Zhou, Tetrahedron Lett. 2004, 45, 407;
  • 72
  • 74
    • 22144459070 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 4212.
    • (2005) Chem. Int. Ed , vol.44 , pp. 4212
    • Angew1
  • 76
    • 22844451731 scopus 로고    scopus 로고
    • 4611, and references therein;
    • Angew. Chem. Int. Ed. 2005, 44, 4611, and references therein;
    • (2005) Angew. Chem. Int. Ed , vol.44
  • 79
    • 34250767997 scopus 로고    scopus 로고
    • Gaussian03, Revision D.01, M. J. Frisch, et al. Gaussian, Inc., Wallingford CT, 2004.
    • Gaussian03, Revision D.01, M. J. Frisch, et al. Gaussian, Inc., Wallingford CT, 2004.
  • 87
    • 4143104623 scopus 로고    scopus 로고
    • For a seminal example of DFT calculations on the concept of iminium activation, see
    • For a seminal example of DFT calculations on the concept of iminium activation, see C. Allemann, R. Gordillo, F. R. Clemente, P. H.-Y. Cheong, K. N. Houk, Acc. Chem. Res. 2004, 37, 558.
    • (2004) Acc. Chem. Res , vol.37 , pp. 558
    • Allemann, C.1    Gordillo, R.2    Clemente, F.R.3    Cheong, P.H.-Y.4    Houk, K.N.5
  • 88
    • 34250762936 scopus 로고    scopus 로고
    • In the case of enals with an aliphatic R group, this is the Si face; see also A. Carlone, G. Bartoli, M. Bosco, L. Sambri, P. Melchiorre, Angew. Chem. 2007, DOI: 10.1002/ ange.200700754;
    • In the case of enals with an aliphatic R group, this is the Si face; see also A. Carlone, G. Bartoli, M. Bosco, L. Sambri, P. Melchiorre, Angew. Chem. 2007, DOI: 10.1002/ ange.200700754;
  • 89
    • 34250707214 scopus 로고    scopus 로고
    • DOI: 10.1002/anie.200700754
    • Angew. Chem. Int. Ed. 2007, DOI: 10.1002/anie.200700754.
    • (2007) Chem. Int. Ed
    • Angew1


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