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Volumn 46, Issue 23, 2007, Pages 4367-4369

Enantioselective synthesis of protected amines by the catalytic asymmetric addition of hydrazoic acid to ketenes

Author keywords

Amines; Asymmetric catalysis; Homogeneous catalysis; Ketenes; Rearrangement

Indexed keywords

ADDITION REACTIONS; CATALYST ACTIVITY; ENANTIOSELECTIVITY; ORGANIC ACIDS; SYNTHESIS (CHEMICAL);

EID: 34447285728     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200700697     Document Type: Article
Times cited : (49)

References (26)
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    • For reviews of enantioselective protonation reactions of enols/ enolates, see: a, Eds, E. N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, New York
    • For reviews of enantioselective protonation reactions of enols/ enolates, see: a) A. Yanagisawa in Comprehensive Asymmetric Catalysis (Supplement 2); (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, New York, 2004, pp. 125-132;
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    • Eds: A. N. Collins, G. N. Sheldrake, J. Crosby, Wiley, New York, chap. 16;
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    • For leading references on the chemistry of acyl azides, see: a, Eds, S. Patai, Z. Rappoport, Wiley, New York
    • For leading references on the chemistry of acyl azides, see: a) H. W. Moore, D. M. Goldish in The Chemistry of Halides, Pseudo-Halides, and Azides, Vol. 1 (Eds.: S. Patai, Z. Rappoport, Wiley, New York, 1983, pp. 321-368;
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    • For an overview of the chemistry of ketenes, see:, Wiley-Interscience, New York
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    • For examples of other catalytic asymmetric reactions of HN3, see: a M. S. Taylor, D. N. Zalatan, A. M. Lerchner, E. N. Jacobsen, J. Am. Chem. Soc. 2005, 127, 1313-1317;
    • 3, see: a) M. S. Taylor, D. N. Zalatan, A. M. Lerchner, E. N. Jacobsen, J. Am. Chem. Soc. 2005, 127, 1313-1317;
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    • 3, including its toxicity, see: G. W. Breton, P. J. Kropp in Encyclopedia of Reagents for Organic Synthesis (Ed.: L. A. Paquette), Wiley, New York, 1995, pp. 2685-2688.
    • 3, including its toxicity, see: G. W. Breton, P. J. Kropp in Encyclopedia of Reagents for Organic Synthesis (Ed.: L. A. Paquette), Wiley, New York, 1995, pp. 2685-2688.
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    • For leading references to the synthesis and use of chiral amines, see: a
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    • (1995) Contemp. Org. Synth , vol.2 , pp. 393-407
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    • Journal: Biogenic Amines (Brill: Leiden, Netherlands).
    • b) Journal: Biogenic Amines (Brill: Leiden, Netherlands).
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    • For examples of the use and biological activity of enantiopure α aryl amines, see: a E. Juaristi, J. L. Leon-Romo, A. Reyes, J. Escalante, Tetrahedron: Asymmetry 1999, 10, 2441-2495;
    • For examples of the use and biological activity of enantiopure α aryl amines, see: a) E. Juaristi, J. L. Leon-Romo, A. Reyes, J. Escalante, Tetrahedron: Asymmetry 1999, 10, 2441-2495;
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    • 3 by syringe pump over 1-2 h, rather than all at once.
    • 3 by syringe pump over 1-2 h, rather than all at once.
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    • 3 does not add to phenyl isopropyl ketene at an appreciable rate in the absence of a catalyst.
    • 3 does not add to phenyl isopropyl ketene at an appreciable rate in the absence of a catalyst.
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    • For an additional discussion, see reference [1
    • For an additional discussion, see reference [1].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.