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Volumn 36, Issue 3, 2007, Pages 426-427

CeCl3 · 7H2O/LiI: A novel reagent system for the synthesis of 4-iodotetrahydropyrans via prins cyclization

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EID: 34047266412     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2007.426     Document Type: Article
Times cited : (16)

References (24)
  • 24
    • 34047250265 scopus 로고    scopus 로고
    • General procedure. To a mixture of homoallyl alcohol (1 mmol) and aldehyde (1 mmol, CeCl3 · 7H2O (1.0mmol) and LiI (1.5 mmol) in dichloroethane (5 mL) was stirred at reflux temperature for a specified time as required to complete the reaction (Table 1, After complete conversion, as indicated by TLC, the reaction mixture was diluted with water (10 mL) and extracted with dichloromethane (2 × 10mL, The combined organic layers were dried over anhydrous Na2SO4, concentrated in vacuo and purified by column chromatography on silica gel (Merck, 100-200 mesh, ethyl acetate-hexane, 1:9) to afford the pure 4-iodotetrahydropyran. The products thus obtained were characterized by IR, NMR spectroscopy, and physical constants. The characterization data was found to be consistent with the authentic samples
    • 4, concentrated in vacuo and purified by column chromatography on silica gel (Merck, 100-200 mesh, ethyl acetate-hexane, 1:9) to afford the pure 4-iodotetrahydropyran. The products thus obtained were characterized by IR, NMR spectroscopy, and physical constants. The characterization data was found to be consistent with the authentic samples.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.