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Volumn 37, Issue 13, 1996, Pages 2205-2208

Efficient general asymmetric syntheses of 3-substituted 1(3H)-isobenzofuranones in very high enantiomeric excess

Author keywords

[No Author keywords available]

Indexed keywords

FURAN DERIVATIVE; PHTHALIDE DERIVATIVE;

EID: 0029876779     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00260-2     Document Type: Article
Times cited : (74)

References (36)
  • 1
    • 85030188223 scopus 로고    scopus 로고
    • note
    • Postdoctoral research associate on a grant from the U. S. Army Research Office.
  • 12
    • 0343670182 scopus 로고
    • and references cited therein
    • Boulet, C. A.; Poulton, G. A. Heterocycles 1989, 28, 405. and references cited therein.
    • (1989) Heterocycles , vol.28 , pp. 405
    • Boulet, C.A.1    Poulton, G.A.2
  • 13
    • 0023025052 scopus 로고
    • Ariens, E. J. Med. Res. Revs. 1986, 6, 451.; Eur. J. Clin. Pharmacol. 1984, 26, 663.
    • (1986) Med. Res. Revs. , vol.6 , pp. 451
    • Ariens, E.J.1
  • 14
    • 0021262995 scopus 로고
    • Ariens, E. J. Med. Res. Revs. 1986, 6, 451.; Eur. J. Clin. Pharmacol. 1984, 26, 663.
    • (1984) Eur. J. Clin. Pharmacol. , vol.26 , pp. 663
  • 29
    • 85030192664 scopus 로고    scopus 로고
    • note
    • The methyl ester formed initially cyclized (trans-esterified) to form the lactone immediately.
  • 31
    • 85030189787 scopus 로고    scopus 로고
    • note
    • 32 derivative of the reduced diol failed.
  • 32
    • 85030189679 scopus 로고    scopus 로고
    • note
    • 19F NMR spectum of the bis-MTPA ester of the racemic diol shows 4 peaks at δ 72.61, 72.75, 72.90 and 73.02. The di-ester of the reduction product shows only two peaks at δ 72.61 and 72.90, corresponding to the R-isomer as determined by comparing the rotation with that reported in the literature. To be within the margin of error allowed in analyses using NMR spectroscopy, we report ≥96% ee.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.