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Volumn , Issue 11, 2002, Pages 1883-1885

One-pot Michael addition/intramolecular carbocyclization of dimethyl propargylmalonate with nitroalkenes: A new stereoselective [3+2] annulation to 1-nitro 2-methylenecyclopentanes

Author keywords

Diastereoselective carbocyclizations; Methylenecyclopentanes; Michael addition; Nitroalkenes

Indexed keywords

1 NITRO 2 METHYLENECYCLOPENTANE; ALKENE DERIVATIVE; CARBON; CYCLOPENTANE DERIVATIVE; DIMETHYLPROPARGYL MALONATE; MALONIC ACID DERIVATIVE; TYLOXAPOL; UNCLASSIFIED DRUG;

EID: 0036424518     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-34895     Document Type: Article
Times cited : (13)

References (87)
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    • 12b and references therein
    • 12b and references therein.
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    • note
    • 2) was 0.046.
  • 74
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    • note
    • Assignments of stereochemistries for 3a-c were deduced from NOESY experiments.
  • 75
    • 0011327498 scopus 로고    scopus 로고
    • note
    • Crystal data for 3c were obtained from pure trans 3c (47%) isolated after recrystallization in hexane.
  • 76
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    • note
    • 1H NMR of the crude reaction mixture.
  • 77
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    • note
    • 24).
  • 78
    • 0011283085 scopus 로고    scopus 로고
    • note
    • Compound 3f was obtained in 75% yield when Triton B was added at -90°C, the mixture kept at this temperature for 2 h, then r.t. 12 h.
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