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Volumn 50, Issue 38, 2009, Pages 5395-5398

Stereoselective synthesis of N,N-acetals by cyclization of an N-acyliminium ion through interaction with an N-sulfonyl group

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; N ACYLIMINIUM; N SULFONYL DERIVATIVE; N,N ACETAL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 68049115583     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.07.042     Document Type: Article
Times cited : (13)

References (39)
  • 25
    • 68049112837 scopus 로고    scopus 로고
    • note
    • 4. The solvent was removed to give a yellow solid, which was purified by column chromatography (hexane/ethyl acetate = 2/1-1/2) to afford a pure hemiaminal (581 mg, 75.3%). Acetylation of this product was carried out by using acetic anhydride in the presence of triethylamine (2 equiv) and DMAP (0.1 equiv) in dry THF (13.5 ml). A usual work-up and purification gave pure 1a (630.9 mg, 95.4%).
  • 26
    • 68049091309 scopus 로고    scopus 로고
    • note
    • +) 418.0987, found 418.0961.
  • 27
    • 68049114970 scopus 로고    scopus 로고
    • note
    • 2 are 0.0974 [I >2σ(I)] and 0.3474(all data), respectively. See CCDC 735494.
  • 29
    • 68049107665 scopus 로고    scopus 로고
    • note
    • 1H NMR analysis.
  • 30
    • 68049114969 scopus 로고    scopus 로고
    • note
    • 2 are 0.0587 [I >2σ(I)] and 0.1674 (all data), respectively. See CCDC 735495.
  • 31
    • 68049083016 scopus 로고    scopus 로고
    • note
    • 2S 432.1144, found 432.1172.
  • 33
    • 68049086077 scopus 로고    scopus 로고
    • note
    • DFT and AM1 calculations were performed by using spartan 06'.
  • 36


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.