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Volumn 44, Issue 14, 2003, Pages 2991-2994

A novel approach to Morita-Baylis-Hillman (MBH) lactones via the Lewis acid-promoted couplings of α,β-unsaturated lactone with aldehydes

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ALUMINUM DERIVATIVE; DICHLOROMETHANE; LACTONE DERIVATIVE; LEWIS ACID;

EID: 0037474668     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00380-0     Document Type: Article
Times cited : (19)

References (37)
  • 1
    • 0000892247 scopus 로고    scopus 로고
    • For reviews regarding the MBH reaction, see: (a) Ciganek, E. Org. React. 1997, 51, 201; (b) Basavaiah, D.; Rao, P. D.; Hyma, R. S. Tetrahedron 1996, 52, 8001. For a review regarding the synthesis of β-branched MBH adducts, see: (c) Li, G.; Hook, J.; Wei, H.-X. Recent Res. Develop. Org. Bioorg. Chem. 2001, 4, 49.
    • (1997) Org. React. , vol.51 , pp. 201
    • Ciganek, E.1
  • 2
    • 0342419508 scopus 로고    scopus 로고
    • For reviews regarding the MBH reaction, see: (a) Ciganek, E. Org. React. 1997, 51, 201; (b) Basavaiah, D.; Rao, P. D.; Hyma, R. S. Tetrahedron 1996, 52, 8001. For a review regarding the synthesis of β-branched MBH adducts, see: (c) Li, G.; Hook, J.; Wei, H.-X. Recent Res. Develop. Org. Bioorg. Chem. 2001, 4, 49.
    • (1996) Tetrahedron , vol.52 , pp. 8001
    • Basavaiah, D.1    Rao, P.D.2    Hyma, R.S.3
  • 3
    • 0003087256 scopus 로고    scopus 로고
    • For reviews regarding the MBH reaction, see: (a) Ciganek, E. Org. React. 1997, 51, 201; (b) Basavaiah, D.; Rao, P. D.; Hyma, R. S. Tetrahedron 1996, 52, 8001. For a review regarding the synthesis of β-branched MBH adducts, see: (c) Li, G.; Hook, J.; Wei, H.-X. Recent Res. Develop. Org. Bioorg. Chem. 2001, 4, 49.
    • (2001) Recent Res. Develop. Org. Bioorg. Chem. , vol.4 , pp. 49
    • Li, G.1    Hook, J.2    Wei, H.-X.3
  • 30
    • 0012405630 scopus 로고
    • 2) bond formations, see: (a) Taniguchi, M.; Hino, T.; Kishi, Y. Tetrahedron Lett. 1986, 27, 4759; (b) Itoh, A.; Pzawa, S.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1981, 54, 274. This pioneering system only worked for non-aromatic aldehydes and 2-cyclohexenone substrates. Under modified conditions (see Ref. 10b), aromatic aldehydes were proven to be effective for several α,β-unsaturated cycloketones for this synthesis.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 4759
    • Taniguchi, M.1    Hino, T.2    Kishi, Y.3
  • 31
    • 0001359326 scopus 로고
    • 2) bond formations, see: (a) Taniguchi, M.; Hino, T.; Kishi, Y. Tetrahedron Lett. 1986, 27, 4759; (b) Itoh, A.; Pzawa, S.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1981, 54, 274. This pioneering system only worked for non-aromatic aldehydes and 2-cyclohexenone substrates. Under modified conditions (see Ref. 10b), aromatic aldehydes were proven to be effective for several α,β-unsaturated cycloketones for this synthesis.
    • (1981) Bull. Chem. Soc. Jpn. , vol.54 , pp. 274
    • Itoh, A.1    Pzawa, S.2    Oshima, K.3    Nozaki, H.4
  • 37
    • 85031202229 scopus 로고    scopus 로고
    • note
    • 3) δ 7.23-7.29 (m, 2H), 6.88-6.90 (m, 2H), 6.67-6.69 (m, 1H), 5.55 (s, 1H), 4.33-4.41 (m, 2H), 3.80 (s, 3H), 3.31 (s, 1H), 2.46-2.50 (m, 2H).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.