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Volumn 72, Issue 8, 2007, Pages 3145-3148

Palladium-catalyzed highly stereoselective synthesis of N-aryl-3-arylmethylisoxazolidines via tandem arylation of O- homoallylhydroxylamines

Author keywords

[No Author keywords available]

Indexed keywords

ARYL BROMIDES; ARYLMETHYLISOXAZOLIDINES; DIASTEREOSELECTIVITY; HOMOALLYLHYDROXYLAMINES;

EID: 34247203753     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0625958     Document Type: Article
Times cited : (41)

References (59)
  • 45
    • 9644266910 scopus 로고    scopus 로고
    • Isoxazolidines can be prepared via 1,3-dipolar cycloaddition reaction of nitrones with alkenes. For a recent synthetic example of N- arylisoxazolidine, see: (a) Saito, T.; Yamada, T.; Miyazaki, S.; Otani, T. Tetrahedron Lett. 2004, 45, 9585.
    • Isoxazolidines can be prepared via 1,3-dipolar cycloaddition reaction of nitrones with alkenes. For a recent synthetic example of N- arylisoxazolidine, see: (a) Saito, T.; Yamada, T.; Miyazaki, S.; Otani, T. Tetrahedron Lett. 2004, 45, 9585.
  • 46
    • 0041736593 scopus 로고    scopus 로고
    • For other methods for the synthesis of isoxazolidines see: b
    • For other methods for the synthesis of isoxazolidines see: (b) Bates, R. W.; Sa-Ei, K. Org. Lett. 2002, 4, 4225.
    • (2002) Org. Lett , vol.4 , pp. 4225
    • Bates, R.W.1    Sa-Ei, K.2
  • 53
    • 34247212956 scopus 로고    scopus 로고
    • N-Arylation of N-Boc hydroxylamine carbamate has been reported, see ref 7. However, N-arylation of primary hydroxylamine has not been reported. For reviews on Pd-catalyzed aminations of aryl halides, see: (a) Muci, A. R, Buchwald, S. L. Top. Curr. Chem. 2002, 219, 133
    • N-Arylation of N-Boc hydroxylamine carbamate has been reported, see ref 7. However, N-arylation of primary hydroxylamine has not been reported. For reviews on Pd-catalyzed aminations of aryl halides, see: (a) Muci, A. R.; Buchwald, S. L. Top. Curr. Chem. 2002, 219, 133.
  • 58
    • 34247180810 scopus 로고    scopus 로고
    • The cis-configuration was confirmed by NMR NOE and HPLC experiment. See the Supporting Information for further details.
    • The cis-configuration was confirmed by NMR NOE and HPLC experiment. See the Supporting Information for further details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.