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Volumn , Issue 3, 2000, Pages 367-370

Vanadium(V)-catalyzed stereoselective synthesis of functionalized disubstituted tetrahydrofurans

Author keywords

Catalysis; Oxidation; Schiff base; Stereoselective tetrahydrofuran synthesis; Vanadium

Indexed keywords

SCHIFF BASE; TETRAHYDROFURAN; VANADIUM;

EID: 0034050044     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (22)

References (29)
  • 1
    • 0002464862 scopus 로고
    • For reviews see: Sharpless, K.B.; Verhoeven, T.R. Aldrichim. Acta 1979, 12, 63. Butler, A.; Clague, M.J.; Meister, G.E. Chem. Rev. 1994, 94, 625. Conte, V.; Di Furia, F.; Licini, G. J. Mol. Catal. A 1997, 157, 335.
    • (1979) Aldrichim. Acta , vol.12 , pp. 63
    • Sharpless, K.B.1    Verhoeven, T.R.2
  • 2
    • 12044249112 scopus 로고
    • For reviews see: Sharpless, K.B.; Verhoeven, T.R. Aldrichim. Acta 1979, 12, 63. Butler, A.; Clague, M.J.; Meister, G.E. Chem. Rev. 1994, 94, 625. Conte, V.; Di Furia, F.; Licini, G. J. Mol. Catal. A 1997, 157, 335.
    • (1994) Chem. Rev. , vol.94 , pp. 625
    • Butler, A.1    Clague, M.J.2    Meister, G.E.3
  • 3
    • 0041159433 scopus 로고    scopus 로고
    • For reviews see: Sharpless, K.B.; Verhoeven, T.R. Aldrichim. Acta 1979, 12, 63. Butler, A.; Clague, M.J.; Meister, G.E. Chem. Rev. 1994, 94, 625. Conte, V.; Di Furia, F.; Licini, G. J. Mol. Catal. A 1997, 157, 335.
    • (1997) J. Mol. Catal. A , vol.157 , pp. 335
    • Conte, V.1    Di Furia, F.2    Licini, G.3
  • 6
  • 9
    • 0343694317 scopus 로고
    • Harmange, J.-C.; Figadère, B. Tetrahedron: Asymmetry 1993, 4, 171. Boivin, T.L.B. Tetrahedron 1987, 43, 3307.
    • (1987) Tetrahedron , vol.43 , pp. 3307
    • Boivin, T.L.B.1
  • 10
    • 0028826606 scopus 로고    scopus 로고
    • Hartung, J.; Gallou, F. J. Org. Chem. 1995, 60, 6706. Hartung, J.; Hiller, M.; Schmidt, P. Chem. Eur. J. 1996, 2, 1014. Hartung, J.; Kneuer, R. Eur. J. Org. Chem., accepted.
    • (1995) J. Org. Chem. , vol.60 , pp. 6706
    • Hartung, J.1    Gallou, F.2
  • 11
    • 0000217511 scopus 로고    scopus 로고
    • Hartung, J.; Gallou, F. J. Org. Chem. 1995, 60, 6706. Hartung, J.; Hiller, M.; Schmidt, P. Chem. Eur. J. 1996, 2, 1014. Hartung, J.; Kneuer, R. Eur. J. Org. Chem., accepted.
    • (1996) Chem. Eur. J. , vol.2 , pp. 1014
    • Hartung, J.1    Hiller, M.2    Schmidt, P.3
  • 12
    • 0028826606 scopus 로고    scopus 로고
    • accepted
    • Hartung, J.; Gallou, F. J. Org. Chem. 1995, 60, 6706. Hartung, J.; Hiller, M.; Schmidt, P. Chem. Eur. J. 1996, 2, 1014. Hartung, J.; Kneuer, R. Eur. J. Org. Chem., accepted.
    • Eur. J. Org. Chem.
    • Hartung, J.1    Kneuer, R.2
  • 13
    • 0002369029 scopus 로고    scopus 로고
    • Arista, L.; Gruttadauria, M.; Thomas, E. J. Synlett 1997, 627. Towne, T.B.; McDonald, F.E. J. Am. Chem. Soc. 1997, 119, 6022. McDonald, F.E.; Schultz, C.C. Tetrahedron 1997, 53, 16435. Hanessian, S.; Cooke, N.G.; DeHoff, B.; Sakito, Y. J. Am. Chem. Soc. 1990, 112, 5276. Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299. Nagata, T.; Schmid, G.; Vranesic, B.; Okigawa, M.; Smith-Palmer, T.; Kishi, Y. J. Am. Chem. Soc. 1978, 100, 2933. Nakata, T.; Kishi, Y. Tetrahedron Lett. 1978, 2745.
    • (1997) Synlett , pp. 627
    • Arista, L.1    Gruttadauria, M.2    Thomas, E.J.3
  • 14
    • 0030847206 scopus 로고    scopus 로고
    • Arista, L.; Gruttadauria, M.; Thomas, E. J. Synlett 1997, 627. Towne, T.B.; McDonald, F.E. J. Am. Chem. Soc. 1997, 119, 6022. McDonald, F.E.; Schultz, C.C. Tetrahedron 1997, 53, 16435. Hanessian, S.; Cooke, N.G.; DeHoff, B.; Sakito, Y. J. Am. Chem. Soc. 1990, 112, 5276. Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299. Nagata, T.; Schmid, G.; Vranesic, B.; Okigawa, M.; Smith-Palmer, T.; Kishi, Y. J. Am. Chem. Soc. 1978, 100, 2933. Nakata, T.; Kishi, Y. Tetrahedron Lett. 1978, 2745.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 6022
    • Towne, T.B.1    McDonald, F.E.2
  • 15
    • 0030775284 scopus 로고    scopus 로고
    • Arista, L.; Gruttadauria, M.; Thomas, E. J. Synlett 1997, 627. Towne, T.B.; McDonald, F.E. J. Am. Chem. Soc. 1997, 119, 6022. McDonald, F.E.; Schultz, C.C. Tetrahedron 1997, 53, 16435. Hanessian, S.; Cooke, N.G.; DeHoff, B.; Sakito, Y. J. Am. Chem. Soc. 1990, 112, 5276. Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299. Nagata, T.; Schmid, G.; Vranesic, B.; Okigawa, M.; Smith-Palmer, T.; Kishi, Y. J. Am. Chem. Soc. 1978, 100, 2933. Nakata, T.; Kishi, Y. Tetrahedron Lett. 1978, 2745.
    • (1997) Tetrahedron , vol.53 , pp. 16435
    • McDonald, F.E.1    Schultz, C.C.2
  • 16
    • 0025184665 scopus 로고
    • Arista, L.; Gruttadauria, M.; Thomas, E. J. Synlett 1997, 627. Towne, T.B.; McDonald, F.E. J. Am. Chem. Soc. 1997, 119, 6022. McDonald, F.E.; Schultz, C.C. Tetrahedron 1997, 53, 16435. Hanessian, S.; Cooke, N.G.; DeHoff, B.; Sakito, Y. J. Am. Chem. Soc. 1990, 112, 5276. Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299. Nagata, T.; Schmid, G.; Vranesic, B.; Okigawa, M.; Smith-Palmer, T.; Kishi, Y. J. Am. Chem. Soc. 1978, 100, 2933. Nakata, T.; Kishi, Y. Tetrahedron Lett. 1978, 2745.
    • (1990) Am. Chem. Soc. , vol.112 , pp. 5276
    • Hanessian, S.1    Cooke, N.G.2    DeHoff, B.3    Sakito, Y.J.4
  • 17
    • 0000403341 scopus 로고
    • Arista, L.; Gruttadauria, M.; Thomas, E. J. Synlett 1997, 627. Towne, T.B.; McDonald, F.E. J. Am. Chem. Soc. 1997, 119, 6022. McDonald, F.E.; Schultz, C.C. Tetrahedron 1997, 53, 16435. Hanessian, S.; Cooke, N.G.; DeHoff, B.; Sakito, Y. J. Am. Chem. Soc. 1990, 112, 5276. Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299. Nagata, T.; Schmid, G.; Vranesic, B.; Okigawa, M.; Smith-Palmer, T.; Kishi, Y. J. Am. Chem. Soc. 1978, 100, 2933. Nakata, T.; Kishi, Y. Tetrahedron Lett. 1978, 2745.
    • (1991) J. Org. Chem. , vol.56 , pp. 2299
    • Hashimoto, M.1    Harigaya, H.2    Yanagiya, M.3    Shirahama, H.4
  • 18
    • 0017896461 scopus 로고
    • Arista, L.; Gruttadauria, M.; Thomas, E. J. Synlett 1997, 627. Towne, T.B.; McDonald, F.E. J. Am. Chem. Soc. 1997, 119, 6022. McDonald, F.E.; Schultz, C.C. Tetrahedron 1997, 53, 16435. Hanessian, S.; Cooke, N.G.; DeHoff, B.; Sakito, Y. J. Am. Chem. Soc. 1990, 112, 5276. Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299. Nagata, T.; Schmid, G.; Vranesic, B.; Okigawa, M.; Smith-Palmer, T.; Kishi, Y. J. Am. Chem. Soc. 1978, 100, 2933. Nakata, T.; Kishi, Y. Tetrahedron Lett. 1978, 2745.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 2933
    • Nagata, T.1    Schmid, G.2    Vranesic, B.3    Okigawa, M.4    Smith-Palmer, T.5    Kishi, Y.6
  • 19
    • 0017860897 scopus 로고
    • Arista, L.; Gruttadauria, M.; Thomas, E. J. Synlett 1997, 627. Towne, T.B.; McDonald, F.E. J. Am. Chem. Soc. 1997, 119, 6022. McDonald, F.E.; Schultz, C.C. Tetrahedron 1997, 53, 16435. Hanessian, S.; Cooke, N.G.; DeHoff, B.; Sakito, Y. J. Am. Chem. Soc. 1990, 112, 5276. Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299. Nagata, T.; Schmid, G.; Vranesic, B.; Okigawa, M.; Smith-Palmer, T.; Kishi, Y. J. Am. Chem. Soc. 1978, 100, 2933. Nakata, T.; Kishi, Y. Tetrahedron Lett. 1978, 2745.
    • (1978) Tetrahedron Lett. , pp. 2745
    • Nakata, T.1    Kishi, Y.2
  • 20
    • 0000012312 scopus 로고
    • Morrison, J.D., Ed.; Academic Press: New York, NY
    • Bartlett, P.A. In Asymmetric Synthesis; Morrison, J.D., Ed.; Academic Press: New York, NY, 1984, 411. Postema, M.H.D. Tetrahedron 1992, 48, 8545.
    • (1984) Asymmetric Synthesis , pp. 411
    • Bartlett, P.A.1
  • 21
    • 0026714006 scopus 로고
    • Bartlett, P.A. In Asymmetric Synthesis; Morrison, J.D., Ed.; Academic Press: New York, NY, 1984, 411. Postema, M.H.D. Tetrahedron 1992, 48, 8545.
    • (1992) Tetrahedron , vol.48 , pp. 8545
    • Postema, M.H.D.1
  • 26
    • 0343258636 scopus 로고    scopus 로고
    • note
    • 2 (3c) were independently synthesized from trisethoxyvanadate(V) and the corresponding Schiff base 3a-c in anhydrous ethanol and applied in the oxidation 5 → 6 to give the same results as those listed in the Table.
  • 29
    • 33845471697 scopus 로고
    • Rychnovsky, S.D.; Bartlett, P.A. J. Am. Chem. Soc. 1981, 103, 3963. Ting, P.C.; Bartlett, P.A. J. Am. Chem. Soc. 1986, 106, 2668.
    • (1986) J. Am. Chem. Soc. , vol.106 , pp. 2668
    • Ting, P.C.1    Bartlett, P.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.