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Volumn 11, Issue 13, 2005, Pages 3849-3862

Binolam-AlCl: A two-centre catalyst for the synthesis of enantioenriched cyanohydrin O-phosphates

Author keywords

Aluminum; Asymmetric catalysis; Binaphthols; Cyanohydrins; Cyanophosphates

Indexed keywords

ALDEHYDES; CATALYSTS; COMPLEXATION; ESTERS; HYDROLYSIS; PROBABILITY DENSITY FUNCTION; REDUCTION; STEREOCHEMISTRY; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EID: 21244464319     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200401290     Document Type: Article
Times cited : (55)

References (89)
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    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 3143-3146
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    • and references therein
    • I. Micó, C. Nájera, Tetrahedron 1993, 49, 4327-4332, and references therein.
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    • Micó, I.1    Nájera, C.2
  • 32
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    • The diethylammo substituted (S)- and (R)-BINOLAM 2 were used as phase-transfer catalysts for the enantioselective alkylation of the aldimine-Schiff bases of alanine esters: J. Casas, C. Nájera, J. M. Sansano, J. González, J. M. Saá, M. Vega, Tetrahedron: Asymmetry 2001, 12, 699-702; and for the addition of dicthylzinc to aldehydes see:
    • (2001) Tetrahedron: Asymmetry , vol.12 , pp. 699-702
    • Casas, J.1    Nájera, C.2    Sansano, J.M.3    González, J.4    Saá, J.M.5    Vega, M.6
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    • (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Heidelberg, Chapter 28
    • For enantioselective additions of HCN to C=O or C=N bonds, see: a) A. Mori, S. Inoue, In Comprehensive Asymmetric Catalysis (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Heidelberg, 1999, Chapter 28;
    • (1999) Comprehensive Asymmetric Catalysis
    • Mori, A.1    Inoue, S.2
  • 43
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    • (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Heidelberg, Chapter 28; for a clearcut example of HNC addition
    • b) P. Vachal, E. N. Jacohsen, In Comprehensive Asymmetric Catalysis, Supplement 1 (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Heidelberg, 2003, Chapter 28; for a clearcut example of HNC addition, see:
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    • Vachal, P.1    Jacohsen, E.N.2
  • 58
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    • For some recent reviews on NLE see: a) H. B. Kagan, Adv. Synth. Catal. 2001, 343, 227-233;
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    • Kagan, H.B.1
  • 63
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    • A weaker, positive NLE was observed in the enantiomeric cyanoformylation reaction of aldehydes: J. Casas, C. Nájera, J. M. Sansano, J. M. Saá, unpublished results
    • A weaker, positive NLE was observed in the enantiomeric cyanoformylation reaction of aldehydes: J. Casas, C. Nájera, J. M. Sansano, J. M. Saá, unpublished results.
  • 66
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    • note
    • Geometrical parameters of B3LYP/6-31G*-optimised of NOLAMAlCl C were found to be almost identical to those of the actual catalyst binolam-AlCl 1.
  • 69
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    • For some representative recent examples, sec: a) C. T. Meta, K. Koide, Org. Lett. 2004, 6, 1785-1787;
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    • SPARTAN, Wavefunction, Inc. Irvine, California
    • SPARTAN, Wavefunction, Inc. Irvine, California.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.