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Volumn 56, Issue 3, 2000, Pages 479-487

A new stereocontrolled synthesis of dihydroxerulin, a potent noncytotoxic inhibitor of the biosynthesis of cholesterol

Author keywords

Coupling reactions; Furanones; Lactonization; Stereocontrol

Indexed keywords

CHOLESTEROL; DIHYDROXERULIN; HYPOCHOLESTEROLEMIC AGENT; UNCLASSIFIED DRUG;

EID: 0034645795     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)01030-3     Document Type: Article
Times cited : (50)

References (28)
  • 3
    • 0039475192 scopus 로고    scopus 로고
    • More recently these same authors reported the first total synthesis of xerulin: Siegel, K.; Brückner, R. Synlett 1999, 1227-1230.
    • (1999) Synlett , pp. 1227-1230
    • Siegel, K.1    Brückner, R.2
  • 15
    • 0000681131 scopus 로고
    • A similar synthesis of some 1-trimethylstannyl-1,3-diynes has been previously described: Bunz, U. H. F.; Enkelmann, V. Organometallics 1994, 13, 3823-3833. However, the experimental details of the preparation of these compounds have not been reported.
    • (1994) Organometallics , vol.13 , pp. 3823-3833
    • Bunz, U.H.F.1    Enkelmann, V.2
  • 19
    • 0342940244 scopus 로고    scopus 로고
    • This procedure was very similar to that reported in the literature for the synthesis of ethyl (Z)-3-bromo-2-propenoate: Ma, S.; Lu, X. Org. Synth. Coll. Vol. 9, pp 415-417.
    • Org. Synth. Coll. , vol.9 , pp. 415-417
    • Ma, S.1    Lu, X.2
  • 20
    • 0026513360 scopus 로고
    • For previous syntheses of compound 28, see: (a) Lu, X.; Huang, X.; Ma, S. Tetrahedron Lett. 1992, 33, 2535-2538.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 2535-2538
    • Lu, X.1    Huang, X.2    Ma, S.3
  • 23
    • 85038061686 scopus 로고    scopus 로고
    • note
    • Recently, we employed a similar direct conversion of a 1-trimethylsilyl-3-en-1-yne into the corresponding 1-tributylstannyl derivative in a key step of the synthesis of 4-(4′-methylpent-3′-en-1′-ynyl)-5H-furan-2-one (cleviolide): Ref. 4f.
  • 24
    • 0027997412 scopus 로고
    • For a review on the oxidation of a wide range of organic compounds with tetrapropylammonium perruthenate (TPAP), see: Ley, S. V.; Norman, J.; Griffith, W. P.; Marsden, S. P. Synthesis 1994, 639-666.
    • (1994) Synthesis , pp. 639-666
    • Ley, S.V.1    Norman, J.2    Griffith, W.P.3    Marsden, S.P.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.