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Volumn 129, Issue 2, 2007, Pages 290-291

Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine

Author keywords

[No Author keywords available]

Indexed keywords

IMIDE; PAROXETINE; RUTHENIUM COMPLEX;

EID: 33846245134     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja067777y     Document Type: Article
Times cited : (159)

References (26)
  • 14
    • 0000242316 scopus 로고    scopus 로고
    • 4: Osby, J. O.; Martin, M. G.; Ganem, B. Tetrahedron Lett 1984, 25, 2093-2096.
    • 4: Osby, J. O.; Martin, M. G.; Ganem, B. Tetrahedron Lett 1984, 25, 2093-2096.
  • 15
    • 33846201533 scopus 로고    scopus 로고
    • X-ray crystal structures of 3s and 5s (See Supporting Information) provide an insight for the differentiation of two enantiotopic carbonyl groups in 3s by 2f. The chiral environment around the H-N-Ru-H moiety in the hydride complex derived from 2f should form a pericyclic transition state with the pro-R carbonyl group preferentially.
    • X-ray crystal structures of 3s and 5s (See Supporting Information) provide an insight for the differentiation of two enantiotopic carbonyl groups in 3s by 2f. The chiral environment around the H-N-Ru-H moiety in the hydride complex derived from 2f should form a pericyclic transition state with the pro-R carbonyl group preferentially.
  • 16
    • 33846199065 scopus 로고    scopus 로고
    • N-(3,4-methylenedioxy)phenyl-3-phenylglutarimide also undergoes enantioselective hydrogenation to give the product in 96% ee. Details will be published elsewhere.
    • N-(3,4-methylenedioxy)phenyl-3-phenylglutarimide also undergoes enantioselective hydrogenation to give the product in 96% ee. Details will be published elsewhere.
  • 17
    • 0034702555 scopus 로고    scopus 로고
    • Asymmetric synthesis: (a) Yu, M. S.; Lantos, I.; Peng, Z.-Q.; Yu, J.; Cacchio, T. Tetrahedron Lett. 2000, 41, 5647-5651.
    • Asymmetric synthesis: (a) Yu, M. S.; Lantos, I.; Peng, Z.-Q.; Yu, J.; Cacchio, T. Tetrahedron Lett. 2000, 41, 5647-5651.
  • 26
    • 16844362293 scopus 로고    scopus 로고
    • Recently Bruneau and co-workers successfully developed Ru-catalyzed hydrogenation of cyclic imides with NH group leading to lactams. However, their reaction of N-substituted phthalimides resulted in saturation of the aromatic ring. Aoun, R, Renaud, J.-L, Dixneuf, P. H, Bruneau, C. Angew. Chem, Int. Ed. 2005, 44, 2021-2023
    • Recently Bruneau and co-workers successfully developed Ru-catalyzed hydrogenation of cyclic imides with NH group leading to lactams. However, their reaction of N-substituted phthalimides resulted in saturation of the aromatic ring. Aoun, R.; Renaud, J.-L.; Dixneuf, P. H.; Bruneau, C. Angew. Chem., Int. Ed. 2005, 44, 2021-2023.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.