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Volumn , Issue 21, 2003, Pages 4152-4161

Preparation of N-Glycosylhydroxylamines and Their Oxidation to Nitrones for the Enantioselective Synthesis of Isoxazolidines

Author keywords

Chiral auxiliaries; Enantioselectivity; Hydroxylamines; Nitrones; Sugars

Indexed keywords

ESTER DERIVATIVE; HYDROXYLAMINE; ISOXAZOLIDINE DERIVATIVE; MALEIC ACID; N GLYCOSYLHYDROXYLAMINE DERIVATIVE; NITRONE DERIVATIVE; PROLINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0242595732     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300353     Document Type: Article
Times cited : (41)

References (49)
  • 7
    • 0037377598 scopus 로고    scopus 로고
    • For a recent review of synthetic applications of sugar derived nitrones, see: A. E. Koumbis, J. K. Gallos, Curr. Org. Chem. 2003, 7, 585-628.
    • (2003) Curr. Org. Chem. , vol.7 , pp. 585-628
    • Koumbis, A.E.1    Gallos, J.K.2
  • 31
    • 0242605824 scopus 로고    scopus 로고
    • note
    • Compound 3a has been reported as a 60:40 α/β anomeric mixture, 3d as a complex mixture of the two anomers and open-chain nitrone, and 3e as only the α anomer.
  • 36
    • 85088182692 scopus 로고    scopus 로고
    • note
    • 1H NMR: δ = 7.37-7.27 (m, 5 H), 5.30 (d, J = 6.2 Hz, 1 H), 4.96 (d, J = 6.6 Hz, 1 H), 4.80 (dd, J = 6.2, 3.7 Hz, 1 H , 4.77 (d, J = 8.4 Hz, 1 H), 4.66 (s, 1 H), 4.35-4.27 (m, 2 H), 4.12-3.98 (m, 2 H), 3.78 (s, 3 H), 3.21 (s, 3 H), 2.90 (dd, J = 8.4, 4.8 Hz, 1 H), 1.39 (s, 3 H), 1.35 (s, 3 H), 1.26 (s, 6 H) ppm.
  • 37
    • 0242605823 scopus 로고    scopus 로고
    • All calculations were performed using the PC Spartan Pro Suite (Wavefunction, Inc., 18401 Von Karman, Suite 370, Irvine California, 92612
    • All calculations were performed using the PC Spartan Pro Suite (Wavefunction, Inc., 18401 Von Karman, Suite 370, Irvine California, 92612.
  • 45
    • 85088186779 scopus 로고    scopus 로고
    • note
    • [9]
  • 46
    • 0242689846 scopus 로고
    • Racemic 17 has been synthesized previously: A. Abiko, Chem. Lett. 1995, 357-358.
    • (1995) Chem. Lett. , pp. 357-358
    • Abiko, A.1
  • 49


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.