Synthesis and catalytic activity of 10-(aminomethyl)isoborneol-based catalysts: The role of the C(2)-group on the asymmetric induction

Tetrahedron Asymmetry

Volumn 14, Issue 14, 2003, Pages 1959-1963

  García Martínez, Antonio ^a   Teso Vilar, Enrique ^b   García Fraile, Amelia ^b   De La Moya Cerero, Santiago ^a   Lora Maroto, Beatriz ^b  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^b UNIVERSIDAD NACIONAL DE EDUCACIÓN A DISTANCIA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; BENZALDEHYDE; CAMPHOR; DIETHYLZINC; HYDROXYL GROUP; ISOBORNEOL; LIGAND; NITROGEN; NORBORNANE DERIVATIVE;

ADDITION REACTION; ARTICLE; ASYMMETRIC CATALYSIS; ATOM; CATALYST; CHEMICAL STRUCTURE; ENANTIOMER; ENANTIOSELECTIVITY; MOLECULAR MODEL; MOLECULAR PROBE; PRIORITY JOURNAL; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0037626584     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(03)00411-7     Document Type: Article

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48. 2/MeOH 9:1), corresponding pure C(2)-substituted 10-[(dimethylamino)methyl]isoborneol was obtained as a colorless oil. Spectroscopic data for ent-4 agree with the previously reported data for 4 (see Ref. 6i). For 9(H), 9(Et), 9(i-Pr) and 9(t-Bu), spectroscopic data agree with corresponding structures.
49. A non-linear effect is a good indication that diastereomeric species are involved directly in the catalytic cycle or in the reaction scheme, or remain as dormant and unreactive species, see: (a) Brunel, J.-M.; Luukas, T. O.; Kagan, H. B. Tetrahedron: Asymmetry 1988, 9, 1941; As a review see: (b) Avalos, M.; Babiano, R.; Cintas, P.; Jiménez, J. L.; Palacios, J. C. Tetrahedron: Asymmetry 1997, 8, 2997.
50. A non-linear effect is a good indication that diastereomeric species are involved directly in the catalytic cycle or in the reaction scheme, or remain as dormant and unreactive species, see: (a) Brunel, J.-M.; Luukas, T. O.; Kagan, H. B. Tetrahedron: Asymmetry 1988, 9, 1941; As a review see: (b) Avalos, M.; Babiano, R.; Cintas, P.; Jiménez, J. L.; Palacios, J. C. Tetrahedron: Asymmetry 1997, 8, 2997.