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Volumn 13, Issue 31, 2007, Pages 8877-8883

Indium-mediated selective introduction of a 1,3-butadien-2-yl group at the C4-position in 2-azetidinones and application of 1,3-diene-tethered 2-azetidinones in the diels-alder reaction

Author keywords

1,3 butadien 2 ylation; Azetidinones; Catalysis Diels Alder reactions; Indium

Indexed keywords

AZETIDINONES;

EID: 35748935575     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200700796     Document Type: Article
Times cited : (13)

References (50)
  • 28
    • 17044364018 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 1840.
    • (2005) Chem. Int. Ed , vol.44 , pp. 1840
    • Angew1
  • 33
    • 0038387935 scopus 로고    scopus 로고
    • B. Alcaide, P. Almendros, C. Aragoncillo, R. Rodriguez-Acebes, Synthesis 2003, 1163; for 1,3-butadienyl-2-ylation of carbonyl compounds see
    • b) B. Alcaide, P. Almendros, C. Aragoncillo, R. Rodriguez-Acebes, Synthesis 2003, 1163; for 1,3-butadienyl-2-ylation of carbonyl compounds see
  • 36
    • 0001509660 scopus 로고    scopus 로고
    • Org. Lett. 2000, 2, 3469.
    • (2000) Org. Lett , vol.2 , pp. 3469
  • 42
    • 0026761869 scopus 로고    scopus 로고
    • 3CN: Y. Sendo, M. Kii, M. Sakanoue, K. Motokawa, Y. Kimura, Chem. Pharm. Bull. 1992, 40, 2410.
    • 3CN: Y. Sendo, M. Kii, M. Sakanoue, K. Motokawa, Y. Kimura, Chem. Pharm. Bull. 1992, 40, 2410.
  • 43
    • 35748933431 scopus 로고    scopus 로고
    • Although we have tried to separate these diastereomers (7c-e and 7h-l, we failed to separate them. These compounds decomposed during separation when using preparative HPLC Therefore, we reported 1H NMR spectroscopic data for the mixture of diastereomers of 7h-j and 1H and 13CNMR spectroscopic data for the mixture of diastereomers of 7c-e. Ratios of diastereomers of 7e, 7h, and 7i were determined on the basis of the integration ratio of separated peaks. 13CNMR spectra of 7 h and 7 i were obtained in two sets. Although the 13C NMR spectrum of 7j was obtained in two sets, the ratio of diastereomers of 7j could not be determined. 1H and 13CNMR spectra of 7k and 7l were obtained in one set, indicating that a single diastereomer was produced. In addition, X-ray data of 7k and 7l (see the Supporting Information) were obtained
    • 13CNMR spectra of 7k and 7l were obtained in one set, indicating that a single diastereomer was produced. In addition, X-ray data of 7k and 7l (see the Supporting Information) were obtained.
  • 44
    • 35748931119 scopus 로고    scopus 로고
    • SHELXTL NT Crystal Structure Analysis Package, Version 5.14, Bruker AXS, Analytical X-ray System, Madison, WI, 1999
    • SHELXTL NT Crystal Structure Analysis Package, Version 5.14, Bruker AXS, Analytical X-ray System, Madison, WI, 1999.
  • 47


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.