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Volumn 76, Issue 6, 2011, Pages 1945-1948

Silver-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with β-boryl acrylates

Author keywords

[No Author keywords available]

Indexed keywords

AZOMETHINE YLIDES; CATALYST SYSTEM; DIPOLAR CYCLOADDITIONS; HIGH YIELD; PINACOLS;

EID: 79953893777     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1024915     Document Type: Article
Times cited : (28)

References (67)
  • 1
    • 38849102334 scopus 로고    scopus 로고
    • For reviews, see: (a) Michael, J. P. Nat. Prod. Rep 2008, 25, 139-165.
    • (2008) Nat. Prod. Rep , vol.25 , pp. 139-165
    • Michael, J.P.1
  • 22
    • 0001625454 scopus 로고
    • Curran, D. P., Ed.; JAI Press: London
    • For general reviews, see: (a) Grigg, R.; Sridharan, V. In Advances in Cycloaddition; Curran, D. P., Ed.; JAI Press: London, 1993; Vol. 3, pp 161-204.
    • (1993) Advances in Cycloaddition , vol.3 , pp. 161-204
    • Grigg, R.1    Sridharan, V.2
  • 52
    • 79953846349 scopus 로고    scopus 로고
    • See the Supporting Information for catalyst optimization studies
    • See the Supporting Information for catalyst optimization studies.
  • 53
    • 79953845794 scopus 로고    scopus 로고
    • note
    • Silica gel, Et3N deactivated silica gel, alumina flash chromatography, and recrystallization in several solvents were tested.
  • 54
    • 79953901682 scopus 로고    scopus 로고
    • note
    • 2 were tested as oxidizing agents.
  • 55
    • 79953884857 scopus 로고    scopus 로고
    • note
    • The undesired dimethyl 5-phenylpyrrolidine-2,4-dicarboxylate resulting from a deprotoborylation process was detected in the reaction mixture.
  • 63
    • 79953859957 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for details on the X-ray structure of endo-7a.
  • 64
    • 79953893089 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for details.
  • 66
    • 79953908581 scopus 로고    scopus 로고
    • note
    • For the use of AgOAc/KHMDS/DTBM-Segphos as catalyst system in the asymmetric 1,3-dipolar cycloaddition of R-aminophosphonate Shiff bases, see ref 11m.
  • 67
    • 79953875629 scopus 로고    scopus 로고
    • note
    • Determined by HPLC; see the Supporting Information for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.