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Volumn , Issue 5, 2000, Pages 731-733

Intramolecular 6-exo cyclization of 1-nitro-6-heptenyl radicals generated by one-electron oxidation of aci-nitroanions with CAN: A completely stereoselective formation of 2,3,4-trisubstitated tetrahydropyrans

Author keywords

nitro alkenyl radicals; 2,3,4 trisubstituted tetrahydropyrans; CAN; Stereoselective radical cyclization

Indexed keywords

ACETIC ACID DERIVATIVE; NITRO DERIVATIVE; TETRAHYDROPYRAN DERIVATIVE;

EID: 0034074361     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (30)

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    • note
    • 3) δ: 15.0, 18.7, 21.3, 22.0, 28.2, 31.6, 40.5, 68.1, 76.9, 92.1. MS m/z, 153 (100%), 152 (92%), 137 (82%), 123 (33%), 103 (33%), 81 (54%), 79 (32%), 69 (56%), 67 (61%), 41 (89%).
  • 38
    • 0342946987 scopus 로고    scopus 로고
    • note
    • Assignments of stereochemistries for 6a-d were deduced from NOESY experiments.
  • 39
    • 0343382457 scopus 로고    scopus 로고
    • note
    • The reaction of tetrahydrofuran with an alcohol in the presence of eerie triethyl ammonium nitrate provides a convenient and general procedure for protecting the hydroxyl function (ref. 16).
  • 50


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