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Volumn 62, Issue 16, 1997, Pages 5508-5513

A Widely Applicable Chiral Auxiliary, cis-2-Amino-3,3-dimethyl-1-indanol: Conversion to a Novel Phosphorus-Containing Oxazoline and Its Application as a Highly Efficient Ligand for the Palladium-Catalyzed Enantioselective Allylic Amination Reaction

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EID: 0000187354     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970359e     Document Type: Article
Times cited : (82)

References (38)
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    • For allylic substitution reactions, see: (a) Matt, P. V.; Pfalz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769. (c) Rieck, H.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1995, 34, 2687. (d) Eichelmann, H.; Gais, H. J. Tetrahedron: Asymmetry 1995, 6, 643. (e) Evans, P. A.; Branolt, T. A. Tetrahedron Lett. 1996, 37, 9143.
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    • For allylic substitution reactions, see: (a) Matt, P. V.; Pfalz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769. (c) Rieck, H.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1995, 34, 2687. (d) Eichelmann, H.; Gais, H. J. Tetrahedron: Asymmetry 1995, 6, 643. (e) Evans, P. A.; Branolt, T. A. Tetrahedron Lett. 1996, 37, 9143.
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    • For allylic substitution reactions, see: (a) Matt, P. V.; Pfalz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769. (c) Rieck, H.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1995, 34, 2687. (d) Eichelmann, H.; Gais, H. J. Tetrahedron: Asymmetry 1995, 6, 643. (e) Evans, P. A.; Branolt, T. A. Tetrahedron Lett. 1996, 37, 9143.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 2687
    • Rieck, H.1    Helmchen, G.2
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    • For allylic substitution reactions, see: (a) Matt, P. V.; Pfalz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769. (c) Rieck, H.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1995, 34, 2687. (d) Eichelmann, H.; Gais, H. J. Tetrahedron: Asymmetry 1995, 6, 643. (e) Evans, P. A.; Branolt, T. A. Tetrahedron Lett. 1996, 37, 9143.
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    • For allylic substitution reactions, see: (a) Matt, P. V.; Pfalz, A. Angew. Chem., Int. Ed. Engl. 1993, 32, 566. (b) Sprinz, J.; Helmchen, G. Tetrahedron Lett. 1993, 34, 1769. (c) Rieck, H.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1995, 34, 2687. (d) Eichelmann, H.; Gais, H. J. Tetrahedron: Asymmetry 1995, 6, 643. (e) Evans, P. A.; Branolt, T. A. Tetrahedron Lett. 1996, 37, 9143.
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    • For hydrosilylations, see: (a) Newman, L. M.; Williams, J. M. J.; McCague, R.; Potter, G. A. Tetrahedron: Asymmetry 1996, 7, 1597. (b) Langer, T.; Janssen, J.; Helmchen, G. Tetrahedron: Asymmetry 1996, 7, 1599. (c) Nishibayashi, Y.; Segawa, K.; Ohe, K.; Uemura, S. Organometallics 1995, 14, 5486. For the Heck reaction, see: (d) Loiseleur, O.; Meier, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 200.
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 1597
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  • 16
    • 0029976471 scopus 로고    scopus 로고
    • For hydrosilylations, see: (a) Newman, L. M.; Williams, J. M. J.; McCague, R.; Potter, G. A. Tetrahedron: Asymmetry 1996, 7, 1597. (b) Langer, T.; Janssen, J.; Helmchen, G. Tetrahedron: Asymmetry 1996, 7, 1599. (c) Nishibayashi, Y.; Segawa, K.; Ohe, K.; Uemura, S. Organometallics 1995, 14, 5486. For the Heck reaction, see: (d) Loiseleur, O.; Meier, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 200.
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 1599
    • Langer, T.1    Janssen, J.2    Helmchen, G.3
  • 17
    • 0000706955 scopus 로고
    • For hydrosilylations, see: (a) Newman, L. M.; Williams, J. M. J.; McCague, R.; Potter, G. A. Tetrahedron: Asymmetry 1996, 7, 1597. (b) Langer, T.; Janssen, J.; Helmchen, G. Tetrahedron: Asymmetry 1996, 7, 1599. (c) Nishibayashi, Y.; Segawa, K.; Ohe, K.; Uemura, S. Organometallics 1995, 14, 5486. For the Heck reaction, see: (d) Loiseleur, O.; Meier, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 200.
    • (1995) Organometallics , vol.14 , pp. 5486
    • Nishibayashi, Y.1    Segawa, K.2    Ohe, K.3    Uemura, S.4
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    • For hydrosilylations, see: (a) Newman, L. M.; Williams, J. M. J.; McCague, R.; Potter, G. A. Tetrahedron: Asymmetry 1996, 7, 1597. (b) Langer, T.; Janssen, J.; Helmchen, G. Tetrahedron: Asymmetry 1996, 7, 1599. (c) Nishibayashi, Y.; Segawa, K.; Ohe, K.; Uemura, S. Organometallics 1995, 14, 5486. For the Heck reaction, see: (d) Loiseleur, O.; Meier, P.; Pfaltz, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 200.
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    • For detailed structural investigations of the π-allypalladium complex of a phosphorus-containing oxazoline, see: (a) Sprinz, J.; Kiefer, M.; Heimchen, G.; Reggelin, M.; Huttner, G.; Walter, O.; Zsolnai, L. Tetrahedron Lett. 1994, 35, 1523. For detailed structural investigations of the π-allypalladium complexes of other P,N ligands, see: (b) Broun, J. M.; Hulues, D. I.; Guiry, P. J. Tetrahedron 1994, 50, 4493. (c) Blöchl, P. E.; Togni, A. Organometallics 1996, 15, 4125.
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    • Sprinz, J.1    Kiefer, M.2    Heimchen, G.3    Reggelin, M.4    Huttner, G.5    Walter, O.6    Zsolnai, L.7
  • 30
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    • For detailed structural investigations of the π-allypalladium complex of a phosphorus-containing oxazoline, see: (a) Sprinz, J.; Kiefer, M.; Heimchen, G.; Reggelin, M.; Huttner, G.; Walter, O.; Zsolnai, L. Tetrahedron Lett. 1994, 35, 1523. For detailed structural investigations of the π-allypalladium complexes of other P,N ligands, see: (b) Broun, J. M.; Hulues, D. I.; Guiry, P. J. Tetrahedron 1994, 50, 4493. (c) Blöchl, P. E.; Togni, A. Organometallics 1996, 15, 4125.
    • (1994) Tetrahedron , vol.50 , pp. 4493
    • Broun, J.M.1    Hulues, D.I.2    Guiry, P.J.3
  • 31
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    • For detailed structural investigations of the π-allypalladium complex of a phosphorus-containing oxazoline, see: (a) Sprinz, J.; Kiefer, M.; Heimchen, G.; Reggelin, M.; Huttner, G.; Walter, O.; Zsolnai, L. Tetrahedron Lett. 1994, 35, 1523. For detailed structural investigations of the π-allypalladium complexes of other P,N ligands, see: (b) Broun, J. M.; Hulues, D. I.; Guiry, P. J. Tetrahedron 1994, 50, 4493. (c) Blöchl, P. E.; Togni, A. Organometallics 1996, 15, 4125.
    • (1996) Organometallics , vol.15 , pp. 4125
    • Blöchl, P.E.1    Togni, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.