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Volumn , Issue 5, 2001, Pages 691-693

Convergent syntheses of the enantiomeric CD- and JK-ring parts of ciguatoxin

Author keywords

Acyl anion equivalent; Ciguatoxin; Convergent synthesis; Dithioacetal mono S oxide; Reductive etherification

Indexed keywords

ACETAL DERIVATIVE; ALDEHYDE DERIVATIVE; CIGUATOXIN; KETONE DERIVATIVE;

EID: 0035039187     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2001-13387     Document Type: Article
Times cited : (36)

References (46)
  • 1
    • 1542502091 scopus 로고
    • For reviews on 1 and related compounds, see: a
    • For reviews on 1 and related compounds, see: a) Yasumoto, T.; Murata, M. Chem. Rev. 1993, 93, 1897.
    • (1993) Chem. Rev. , vol.93 , pp. 1897
    • Yasumoto, T.1    Murata, M.2
  • 2
    • 0028008326 scopus 로고
    • For absolute configuration of 1
    • b) Scheuer, P. J. Tetrahedron 1994, 50, 3. For absolute configuration of 1, see:
    • (1994) Tetrahedron , vol.50 , pp. 3
    • Scheuer, P.J.1
  • 4
    • 0030576873 scopus 로고    scopus 로고
    • For our synthetic studies on 1, (a)
    • For our synthetic studies on 1, see: (a) Oka, T.; Fujiwara, K.; Murai, A. Tetrahedron 1996, 52, 12091.
    • (1996) Tetrahedron , vol.52 , pp. 12091
    • Oka, T.1    Fujiwara, K.2    Murai, A.3
  • 40
    • 0342948760 scopus 로고    scopus 로고
    • Alcohol 20 was obtained as the only stereoisomer. See, ref 3j
    • Alcohol 20 was obtained as the only stereoisomer. See, ref 3j.
  • 41
    • 0342514650 scopus 로고    scopus 로고
    • note
    • 3 [M]: 210.1256, found: 210.1264.
  • 44
    • 0342514648 scopus 로고    scopus 로고
    • note
    • The stereochemistry at C6 and C7 was confirmed by the detailed NMR analyses of 40 and 41, derived from 27, as shown in Figure 1. Formula Represented Figure 1
  • 46
    • 0342514649 scopus 로고    scopus 로고
    • note
    • H8-H9 value (9.3 Hz). Existence of NOE between H7/H9 proved that the stereochemistry at C7 was unchanged under the final reductive cyclization conditions (Figure 2). Formula Represented Figure 2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.