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Volumn 3, Issue 15, 2005, Pages 2741-2749

Asymmetric aza-[2,3]-Wittig sigmatropic rearrangements: Chiral auxiliary control and formal asymmetric synthesis of (2S, 3R, 4R)-4-hydroxy-3- methylproline and (-)-kainic acid

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; ANTIBODIES; CATALYSTS; COMPOSITION; FREE ENERGY; FUNGI; HYDROCARBONS;

EID: 23844545959     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b506198a     Document Type: Article
Times cited : (38)

References (61)
  • 31
    • 33645269455 scopus 로고    scopus 로고
    • PhD thesis, University of Sheffield
    • D. C. Siddons, PhD thesis, University of Sheffield, 1998.
    • (1998)
    • Siddons, D.C.1
  • 32
    • 33645267139 scopus 로고    scopus 로고
    • J. C. Anderson and S. Anguille, unpublished results
    • J. C. Anderson and S. Anguille, unpublished results.
  • 42
    • 33645257124 scopus 로고    scopus 로고
    • The mixture containing acid 10 was esterified with diazomethane to give a mixture containing methyl esters 11 (83%) in order to aid purification and verify the stereochemical assignment to the identical ester prepared previously, ref. 2 , PhD thesis, University of Sheffield
    • The mixture containing acid 10 was esterified with diazomethane to give a mixture containing methyl esters 11 (83%) in order to aid purification and verify the stereochemical assignment to the identical ester prepared previously, ref. 2 and M. E. Swarbrick, PhD thesis, University of Sheffield, 1997.
    • (1997)
    • Swarbrick, M.E.1
  • 44
    • 0001285938 scopus 로고
    • Synthesised in >99.5% optical purity in 5 steps from technical grade (+)-pulegone: O. Ort, Org. Synth., 1987, 65, 203.
    • (1987) Org. Synth. , vol.65 , pp. 203
    • Ort, O.1
  • 45
    • 33645247604 scopus 로고    scopus 로고
    • 1H NMR spectrum: 14; δ 5.50 (1H, s) and 5.74 (1H, s), versus 15; δ 5.55 (1H, d, J 1.9) and 5.80 (1H, s)
    • 1H NMR spectrum: 14; δ 5.50 (1H, s) and 5.74 (1H, s), versus 15; δ 5.55 (1H, d, J 1.9) and 5.80 (1H, s).
  • 51
    • 33645271085 scopus 로고    scopus 로고
    • Astec BDM column (20 m × 250 μm), T = 180°C, R, (2R, 3R)-20; 19.3 min, (25, 3S)-20; 20.5 min
    • Astec BDM column (20 m × 250 μm), T = 180°C, R, (2R, 3R)-20; 19.3 min, (25, 3S)-20; 20.5 min.
  • 58
    • 0001285938 scopus 로고
    • Synthesised in >99.5% optical purity in 5 steps from technical grade (+)-pulegone: O. Ort, Org. Synth., 1987, 65, 203.
    • (1987) Org. Synth. , vol.65 , pp. 203
    • Ort, O.1
  • 61
    • 33645250676 scopus 로고
    • From the condensation of Boc-glycine and 2-amino-2-methylpropan1-ol in xylenes, Dean-Stark for 14 h, 65%. L. N. Pridgen and G. Miller, J. Heterocycl. Chem., 1986, 51, 5291.
    • (1986) J. Heterocycl. Chem. , vol.51 , pp. 5291
    • Pridgen, L.N.1    Miller, G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.