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Volumn 44, Issue 6, 2003, Pages 1179-1182

The reaction of selenoaldehydes with 2-methoxyfuran using their generation by retro Diels-Alder reaction

Author keywords

Diels Alder reactions; Dienoates; Seleniranes; Selenium and compounds

Indexed keywords

2 METHOXYFURAN; ALDEHYDE DERIVATIVE; ALKANE DERIVATIVE; ANTHRACENE; FURAN DERIVATIVE; SELENIUM; THIOALDEHYDE; UNCLASSIFIED DRUG;

EID: 0037415461     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02830-7     Document Type: Article
Times cited : (25)

References (34)
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    • Murai, T.1    Kato, S.2
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    • For recent references on synthesis of selenoaldehydes, see: (a) Shimada, K.; Jin, N.; Kawaguchi, M.; Dobashi, K.; Nagano, Y.; Fujimura, M.; Kudoh, E.; Kai, T.; Saito, N.; Masuda, J.; Iwaya, M.; Fujisawa, H.; Aoyagi, S.; Takikawa, Y. Bull. Chem. Soc. Jpn. 1997, 70, 197-206; (b) Takeda, N.; Tokitoh, N.; Okazaki, R. Tetrahedron 1997, 53, 12167-12182; (c) Bhattacharyya, P.; Woollins, J. D. Tetrahedron Lett. 2001, 42, 5949-5951. Also, for reference on the first isolation of selenoaldehyde, see: (d) Okazaki, R.; Kumon, N.; Inamoto, N. J. Am. Chem. Soc. 1989, 111, 5949-5951.
    • (1997) Tetrahedron , vol.53 , pp. 12167-12182
    • Takeda, N.1    Tokitoh, N.2    Okazaki, R.3
  • 12
    • 0035920859 scopus 로고    scopus 로고
    • For recent references on synthesis of selenoaldehydes, see: (a) Shimada, K.; Jin, N.; Kawaguchi, M.; Dobashi, K.; Nagano, Y.; Fujimura, M.; Kudoh, E.; Kai, T.; Saito, N.; Masuda, J.; Iwaya, M.; Fujisawa, H.; Aoyagi, S.; Takikawa, Y. Bull. Chem. Soc. Jpn. 1997, 70, 197-206; (b) Takeda, N.; Tokitoh, N.; Okazaki, R. Tetrahedron 1997, 53, 12167-12182; (c) Bhattacharyya, P.; Woollins, J. D. Tetrahedron Lett. 2001, 42, 5949-5951. Also, for reference on the first isolation of selenoaldehyde, see: (d) Okazaki, R.; Kumon, N.; Inamoto, N. J. Am. Chem. Soc. 1989, 111, 5949-5951.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 5949-5951
    • Bhattacharyya, P.1    Woollins, J.D.2
  • 13
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    • For recent references on synthesis of selenoaldehydes, see: (a) Shimada, K.; Jin, N.; Kawaguchi, M.; Dobashi, K.; Nagano, Y.; Fujimura, M.; Kudoh, E.; Kai, T.; Saito, N.; Masuda, J.; Iwaya, M.; Fujisawa, H.; Aoyagi, S.; Takikawa, Y. Bull. Chem. Soc. Jpn. 1997, 70, 197-206; (b) Takeda, N.; Tokitoh, N.; Okazaki, R. Tetrahedron 1997, 53, 12167-12182; (c) Bhattacharyya, P.; Woollins, J. D. Tetrahedron Lett. 2001, 42, 5949-5951. Also, for reference on the first isolation of selenoaldehyde, see: (d) Okazaki, R.; Kumon, N.; Inamoto, N. J. Am. Chem. Soc. 1989, 111, 5949-5951.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 5949-5951
    • Okazaki, R.1    Kumon, N.2    Inamoto, N.3
  • 25
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    • For some recent references on Diels-Alder cycloaddition with furans involving 2-methoxy derivatives, see: (a) Arjona, O.; Iradier, F.; Manas, R. M.; Plumet, J.; Grabuleda, X.; Jaime, C. Tetrahedron 1998, 54, 9095-9110; (b) De la Hoz, A.; Diaz-Ortiz, A.; Fraile, J. M.; Gomez, M. V.; Mayoral, J. A.; Moreno, A.; Saiz, A.; Vazquez, E. Synlett 2001, 753-756; (c) Takahashi, T.; Yamakoshi, Y.; Okayama, K.; Yamada, J.; Ge, W. Y.; Koizumi, T. Heterocycles 2002, 56, 209-220.
    • (1998) Tetrahedron , vol.54 , pp. 9095-9110
    • Arjona, O.1    Iradier, F.2    Manas, R.M.3    Plumet, J.4    Grabuleda, X.5    Jaime, C.6
  • 26
    • 0034981790 scopus 로고    scopus 로고
    • For some recent references on Diels-Alder cycloaddition with furans involving 2-methoxy derivatives, see: (a) Arjona, O.; Iradier, F.; Manas, R. M.; Plumet, J.; Grabuleda, X.; Jaime, C. Tetrahedron 1998, 54, 9095-9110; (b) De la Hoz, A.; Diaz-Ortiz, A.; Fraile, J. M.; Gomez, M. V.; Mayoral, J. A.; Moreno, A.; Saiz, A.; Vazquez, E. Synlett 2001, 753-756; (c) Takahashi, T.; Yamakoshi, Y.; Okayama, K.; Yamada, J.; Ge, W. Y.; Koizumi, T. Heterocycles 2002, 56, 209-220.
    • (2001) Synlett , pp. 753-756
    • De la Hoz, A.1    Diaz-Ortiz, A.2    Fraile, J.M.3    Gomez, M.V.4    Mayoral, J.A.5    Moreno, A.6    Saiz, A.7    Vazquez, E.8
  • 27
    • 0036150289 scopus 로고    scopus 로고
    • For some recent references on Diels-Alder cycloaddition with furans involving 2-methoxy derivatives, see: (a) Arjona, O.; Iradier, F.; Manas, R. M.; Plumet, J.; Grabuleda, X.; Jaime, C. Tetrahedron 1998, 54, 9095-9110; (b) De la Hoz, A.; Diaz-Ortiz, A.; Fraile, J. M.; Gomez, M. V.; Mayoral, J. A.; Moreno, A.; Saiz, A.; Vazquez, E. Synlett 2001, 753-756; (c) Takahashi, T.; Yamakoshi, Y.; Okayama, K.; Yamada, J.; Ge, W. Y.; Koizumi, T. Heterocycles 2002, 56, 209-220.
    • (2002) Heterocycles , vol.56 , pp. 209-220
    • Takahashi, T.1    Yamakoshi, Y.2    Okayama, K.3    Yamada, J.4    Ge, W.Y.5    Koizumi, T.6
  • 31
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    • When a 60:40 (2Z:2E) mixture of 2d was heated at 160°C for 3 h in toluene, the ratio of 2Z:2E in 2d after heating was 36:64. An additional 5 h heating at 160°C led to the ratio of 14:86.
    • When a 60:40 (2Z:2E) mixture of 2d was heated at 160°C for 3 h in toluene, the ratio of 2Z:2E in 2d after heating was 36:64. An additional 5 h heating at 160°C led to the ratio of 14:86.
  • 32
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    • note
    • 2, J=11.3 Hz), 7.26-7.41 (m, 5H, Ph).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.