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Volumn 11, Issue 1, 2005, Pages 174-184

Palladium-catalyzed asymmetric allylic alkylation of ketone enolates

Author keywords

Allylation; Asymmetric catalysis; Asymmetric synthesis; Palladium; Quaternary stereocenters

Indexed keywords

CYCLOHEXANES; ENANTIOSELECTIVITY; ENOLATES; NONSTABILIZED KETONES;

EID: 19944427175     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200400666     Document Type: Article
Times cited : (110)

References (59)
  • 2
    • 0002782655 scopus 로고
    • (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford, Chapter 1.1
    • b) D. Caine, Comprehensive Organic Synthesis, Vol. 3 (Eds.: B. M. Trost, I. Fleming), Pergamon, Oxford, 1991, Chapter 1.1;
    • (1991) Comprehensive Organic Synthesis, Vol. 3 , vol.3
    • Caine, D.1
  • 4
    • 0001227615 scopus 로고    scopus 로고
    • For some recent reviews see: a) J. Christoffers, A. Mann, Angew. Chem. 2001, 113, 4725-4732; Angew. Chem. Int. Ed. 2001, 40, 4591-4597;
    • (2001) Angew. Chem. , vol.113 , pp. 4725-4732
    • Christoffers, J.1    Mann, A.2
  • 5
    • 0035905575 scopus 로고    scopus 로고
    • For some recent reviews see: a) J. Christoffers, A. Mann, Angew. Chem. 2001, 113, 4725-4732; Angew. Chem. Int. Ed. 2001, 40, 4591-4597;
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 4591-4597
  • 7
    • 0032473509 scopus 로고    scopus 로고
    • b) E. J. Corey, A. Guzman-Perez, Angew. Chem. 1998, 110, 402-415; Angew. Chem. Int. Ed. 1998, 37, 388-401;
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 388-401
  • 9
    • 0001521888 scopus 로고
    • H. Fuji, Chem. Rev. 1993, 93, 2037-2066.
    • (1993) Chem. Rev. , vol.93 , pp. 2037-2066
    • Fuji, H.1
  • 12
    • 0036739952 scopus 로고    scopus 로고
    • For discussions of atom economy see: a) B. M. Trost, Acc. Chem. Res. 2002, 35, 695-705;
    • (2002) Acc. Chem. Res. , vol.35 , pp. 695-705
    • Trost, B.M.1
  • 13
    • 0000791854 scopus 로고
    • b) B. M. Trost, Angew. Chem. 1995, 107, 285-307; Angew. Chem. Int. Ed. Engl. 1995, 34, 259-281;
    • (1995) Angew. Chem. , vol.107 , pp. 285-307
    • Trost, B.M.1
  • 14
    • 33750309194 scopus 로고
    • b) B. M. Trost, Angew. Chem. 1995, 107, 285-307; Angew. Chem. Int. Ed. Engl. 1995, 34, 259-281;
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 259-281
  • 15
    • 0026418434 scopus 로고
    • c) B. M. Trost, Science 1991, 254, 1471-1477.
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 21
    • 0000369521 scopus 로고    scopus 로고
    • e) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749-2751; Angew. Chem. Int. Ed. Engl. 1997, 36, 2635-2637;
    • (1997) Angew. Chem. , vol.109 , pp. 2749-2751
    • Trost, B.M.1    Ariza, X.2
  • 22
    • 0031573960 scopus 로고    scopus 로고
    • e) B. M. Trost, X. Ariza, Angew. Chem. 1997, 109, 2749-2751; Angew. Chem. Int. Ed. Engl. 1997, 36, 2635-2637;
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2635-2637
  • 27
    • 0036371962 scopus 로고    scopus 로고
    • For reviews of the palladium-catalyzed asymmetric allylic alkylation see: a) B. M. Trost, Chem. Pharm. Bull. 2002, 50, 1-14;
    • (2002) Chem. Pharm. Bull. , vol.50 , pp. 1-14
    • Trost, B.M.1
  • 35
    • 0037178119 scopus 로고    scopus 로고
    • An example using molybdenum catalysis was recently reported: B. M. Trost, K. Dogra, J. Am. Chem. Soc. 2002, 124, 7256-7257.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 7256-7257
    • Trost, B.M.1    Dogra, K.2
  • 38
    • 33748741518 scopus 로고
    • B. M. Trost, B. Breit, S. Pleukert, J. Zambrano, J. W. Ziller, Angew. Chem. 1995, 107, 2577-2579; Angew. Chem. Int. Ed. Engl. 1995, 34, 2386-2388.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 2386-2388
  • 39
    • 11244335465 scopus 로고
    • The required nucleophiles were generally synthesis via their corresponding hydrazones. F. Henin, A. M'Boungou-M'Passi, J. Muzart, J. Pete, Tetrahedron 1994, 50, 2949-2954; precursors to tetralones 19 and 20 were synthesized by direct alklylation as described in the literature: K. J. Shea, G. J. Stoddard, W. P. England, C. D. Haffner, J. Am. Chem. Soc. 1992, 114, 2635-2643; C. Harde, F. Bohlmann, Tetrahedron 1988, 44, 81-90.
    • (1994) Tetrahedron , vol.50 , pp. 2949-2954
    • Henin, F.1    M'Boungou-M'Passi, A.2    Muzart, J.3    Pete, J.4
  • 40
    • 0000328806 scopus 로고
    • The required nucleophiles were generally synthesis via their corresponding hydrazones. F. Henin, A. M'Boungou-M'Passi, J. Muzart, J. Pete, Tetrahedron 1994, 50, 2949-2954; precursors to tetralones 19 and 20 were synthesized by direct alklylation as described in the literature: K. J. Shea, G. J. Stoddard, W. P. England, C. D. Haffner, J. Am. Chem. Soc. 1992, 114, 2635-2643; C. Harde, F. Bohlmann, Tetrahedron 1988, 44, 81-90.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 2635-2643
    • Shea, K.J.1    Stoddard, G.J.2    England, W.P.3    Haffner, C.D.4
  • 41
    • 0006645498 scopus 로고
    • The required nucleophiles were generally synthesis via their corresponding hydrazones. F. Henin, A. M'Boungou-M'Passi, J. Muzart, J. Pete, Tetrahedron 1994, 50, 2949-2954; precursors to tetralones 19 and 20 were synthesized by direct alklylation as described in the literature: K. J. Shea, G. J. Stoddard, W. P. England, C. D. Haffner, J. Am. Chem. Soc. 1992, 114, 2635-2643; C. Harde, F. Bohlmann, Tetrahedron 1988, 44, 81-90.
    • (1988) Tetrahedron , vol.44 , pp. 81-90
    • Harde, C.1    Bohlmann, F.2
  • 59
    • 11244250639 scopus 로고    scopus 로고
    • note
    • The use of commercially available LDA is not recommended.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.