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Volumn 44, Issue 4, 2003, Pages 715-719

A new strategy in enantioselective intramolecular hetero Diels-Alder reaction: Catalytic double asymmetric induction during the tandem transetherification-intramolecular hetero Diels-Alder reaction of methyl (E)-4-methoxy-2-oxo-3-butenoate with rac-6-methyl-5-hepten-2-ol

Author keywords

1 oxa 1,3 butadiene; Chiral Lewis acid; Double asymmetric induction; Enantioselective reactions; Intramolecular hetero Diels Alder reaction; Molecular sieves; Tandem reaction; Transetherification

Indexed keywords

6 METHYL 5 HEPTEN 2 OL; CARBOXYLIC ACID DERIVATIVE; FLUORINE DERIVATIVE; METHYL 3,4,4A,8A TETRAHYDRO 2,5,5 TRIMETHYL 2H,5H PYRANO[4,3 B]PYRAN 7 CARBOXYLATE; METHYL 4 METHOXY 2 OXO 3 BUTENOATE; METHYL GROUP; UNCLASSIFIED DRUG;

EID: 0037455044     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02706-5     Document Type: Article
Times cited : (19)

References (22)
  • 6
  • 13
    • 0001443088 scopus 로고    scopus 로고
    • Asymmetric intermolecular hetero Diels-Alder reaction with bis(oxazoline) copper(II) complex: (a) Evans, D. A.; Johnson, J. S. J. Am. Chem. Soc. 1998, 120, 4895-4896; (b) Thorhauge, J.; Johansen, M.; Jørgensen, K. A. Angew. Chem., Int. Ed. 1998, 37, 2404-2406; (c) Evans, D. A.; Olhava, E. J.; Johnson, J. S.; Janey, J. M. Angew. Chem., Int. Ed. 1998, 37, 3372-3375; (d) Evans, D. A.; Johnson, J. S.; Burgey, C. S. Tetrahedron Lett. 1999, 40, 2879-2882; (e) Audrain, H.; Thorhauge, J.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2000, 65, 4487-4497; (f) Evans, D. A.; Johnson, J. S.; Olhava, E. J. J. Am. Chem. Soc. 2000, 122, 1635-1649.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 4895-4896
    • Evans, D.A.1    Johnson, J.S.2
  • 14
    • 0032544310 scopus 로고    scopus 로고
    • Asymmetric intermolecular hetero Diels-Alder reaction with bis(oxazoline) copper(II) complex: (a) Evans, D. A.; Johnson, J. S. J. Am. Chem. Soc. 1998, 120, 4895-4896; (b) Thorhauge, J.; Johansen, M.; Jørgensen, K. A. Angew. Chem., Int. Ed. 1998, 37, 2404-2406; (c) Evans, D. A.; Olhava, E. J.; Johnson, J. S.; Janey, J. M. Angew. Chem., Int. Ed. 1998, 37, 3372-3375; (d) Evans, D. A.; Johnson, J. S.; Burgey, C. S. Tetrahedron Lett. 1999, 40, 2879-2882; (e) Audrain, H.; Thorhauge, J.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2000, 65, 4487-4497; (f) Evans, D. A.; Johnson, J. S.; Olhava, E. J. J. Am. Chem. Soc. 2000, 122, 1635-1649.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 2404-2406
    • Thorhauge, J.1    Johansen, M.2    Jørgensen, K.A.3
  • 15
    • 0033521665 scopus 로고    scopus 로고
    • Asymmetric intermolecular hetero Diels-Alder reaction with bis(oxazoline) copper(II) complex: (a) Evans, D. A.; Johnson, J. S. J. Am. Chem. Soc. 1998, 120, 4895-4896; (b) Thorhauge, J.; Johansen, M.; Jørgensen, K. A. Angew. Chem., Int. Ed. 1998, 37, 2404-2406; (c) Evans, D. A.; Olhava, E. J.; Johnson, J. S.; Janey, J. M. Angew. Chem., Int. Ed. 1998, 37, 3372-3375; (d) Evans, D. A.; Johnson, J. S.; Burgey, C. S. Tetrahedron Lett. 1999, 40, 2879-2882; (e) Audrain, H.; Thorhauge, J.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2000, 65, 4487-4497; (f) Evans, D. A.; Johnson, J. S.; Olhava, E. J. J. Am. Chem. Soc. 2000, 122, 1635-1649.
    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 3372-3375
    • Evans, D.A.1    Olhava, E.J.2    Johnson, J.S.3    Janey, J.M.4
  • 16
    • 0033537902 scopus 로고    scopus 로고
    • Asymmetric intermolecular hetero Diels-Alder reaction with bis(oxazoline) copper(II) complex: (a) Evans, D. A.; Johnson, J. S. J. Am. Chem. Soc. 1998, 120, 4895-4896; (b) Thorhauge, J.; Johansen, M.; Jørgensen, K. A. Angew. Chem., Int. Ed. 1998, 37, 2404-2406; (c) Evans, D. A.; Olhava, E. J.; Johnson, J. S.; Janey, J. M. Angew. Chem., Int. Ed. 1998, 37, 3372-3375; (d) Evans, D. A.; Johnson, J. S.; Burgey, C. S. Tetrahedron Lett. 1999, 40, 2879-2882; (e) Audrain, H.; Thorhauge, J.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2000, 65, 4487-4497; (f) Evans, D. A.; Johnson, J. S.; Olhava, E. J. J. Am. Chem. Soc. 2000, 122, 1635-1649.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 2879-2882
    • Evans, D.A.1    Johnson, J.S.2    Burgey, C.S.3
  • 17
    • 0034725914 scopus 로고    scopus 로고
    • Asymmetric intermolecular hetero Diels-Alder reaction with bis(oxazoline) copper(II) complex: (a) Evans, D. A.; Johnson, J. S. J. Am. Chem. Soc. 1998, 120, 4895-4896; (b) Thorhauge, J.; Johansen, M.; Jørgensen, K. A. Angew. Chem., Int. Ed. 1998, 37, 2404-2406; (c) Evans, D. A.; Olhava, E. J.; Johnson, J. S.; Janey, J. M. Angew. Chem., Int. Ed. 1998, 37, 3372-3375; (d) Evans, D. A.; Johnson, J. S.; Burgey, C. S. Tetrahedron Lett. 1999, 40, 2879-2882; (e) Audrain, H.; Thorhauge, J.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2000, 65, 4487-4497; (f) Evans, D. A.; Johnson, J. S.; Olhava, E. J. J. Am. Chem. Soc. 2000, 122, 1635-1649.
    • (2000) J. Org. Chem. , vol.65 , pp. 4487-4497
    • Audrain, H.1    Thorhauge, J.2    Hazell, R.G.3    Jørgensen, K.A.4
  • 18
    • 0034006954 scopus 로고    scopus 로고
    • Asymmetric intermolecular hetero Diels-Alder reaction with bis(oxazoline) copper(II) complex: (a) Evans, D. A.; Johnson, J. S. J. Am. Chem. Soc. 1998, 120, 4895-4896; (b) Thorhauge, J.; Johansen, M.; Jørgensen, K. A. Angew. Chem., Int. Ed. 1998, 37, 2404-2406; (c) Evans, D. A.; Olhava, E. J.; Johnson, J. S.; Janey, J. M. Angew. Chem., Int. Ed. 1998, 37, 3372-3375; (d) Evans, D. A.; Johnson, J. S.; Burgey, C. S. Tetrahedron Lett. 1999, 40, 2879-2882; (e) Audrain, H.; Thorhauge, J.; Hazell, R. G.; Jørgensen, K. A. J. Org. Chem. 2000, 65, 4487-4497; (f) Evans, D. A.; Johnson, J. S.; Olhava, E. J. J. Am. Chem. Soc. 2000, 122, 1635-1649.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 1635-1649
    • Evans, D.A.1    Johnson, J.S.2    Olhava, E.J.3
  • 22
    • 0013011901 scopus 로고    scopus 로고
    • note
    • 8-8a=2.0 Hz, H-8).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.