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Volumn 7, Issue 3, 2003, Pages 362-368

Asymmetric synthesis of an MMP-3 inhibitor incorporating a 2-alkyl succinate motif

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; ITACONIC ACID; PHOSPHINE; PHOSPHONOSUCCINATE; PROPIONALDEHYDE; STROMELYSIN INHIBITOR; SUCCINIC ACID DERIVATIVE; TOLUENE DERIVATIVE; UK 370 106; UNCLASSIFIED DRUG;

EID: 0037708568     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op034001y     Document Type: Article
Times cited : (31)

References (29)
  • 6
    • 0000487314 scopus 로고
    • Compound (4) has previously been prepared by a Gomberg-Bachmann-Hey reaction (4-bromo-2-methylaniline, isoamyl nitrite, benzene, reflux): Gomberg, M.; Pernet, J. C. J. Am. Chem. Soc. 1926, 48, 1372 and from the coupling of phenyldiazonium tetrafluoroborate with an arlylboronic ester: Willis, D. M.; Strongin, R. M. Tetrahedron Lett. 2000, 41, 6271.
    • (1926) J. Am. Chem. Soc. , vol.48 , pp. 1372
    • Gomberg, M.1    Pernet, J.C.2
  • 7
    • 0034641493 scopus 로고    scopus 로고
    • Compound (4) has previously been prepared by a Gomberg-Bachmann-Hey reaction (4-bromo-2-methylaniline, isoamyl nitrite, benzene, reflux): Gomberg, M.; Pernet, J. C. J. Am. Chem. Soc. 1926, 48, 1372 and from the coupling of phenyldiazonium tetrafluoroborate with an arlylboronic ester: Willis, D. M.; Strongin, R. M. Tetrahedron Lett. 2000, 41, 6271.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 6271
    • Willis, D.M.1    Strongin, R.M.2
  • 14
    • 0038260518 scopus 로고    scopus 로고
    • U.S. Patent 4,939,288, 1990
    • (b) Talley, J. J. U.S. Patent 4,939,288, 1990.
    • Talley, J.J.1
  • 18
    • 0001261615 scopus 로고
    • Whilst the catalytic asymmetric hydrogenation of β-substituted itaconate half esters leading directly to succinic half esters such as 2 has not previously been reported, the corresponding reduction of unsubstituted itaconate half esters is known: Kawano, K.; Ishii, Y.; Ikariya, T.; Saburi, M.; Yoshikawa, S.; Uchida, Y.; Kumobayashi, H. Tetrahedron Lett. 1987, 28, 1905.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 1905
    • Kawano, K.1    Ishii, Y.2    Ikariya, T.3    Saburi, M.4    Yoshikawa, S.5    Uchida, Y.6    Kumobayashi, H.7
  • 22
    • 0038599256 scopus 로고    scopus 로고
    • Eur. Pat. Appl. 0673911A1, 1995
    • Hidemasa, T. Eur. Pat. Appl. 0673911A1, 1995.
    • Hidemasa, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.