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Volumn 47, Issue 32, 2006, Pages 5617-5621

Rh(I)-catalyzed hydroacylation/cycloisomerization cascade: synthesis of (±)-epiglobulol

Author keywords

Apoaromadendrone; Cascade reaction; Cycloisomerization; Epiglobulol; Hydroacylation; Rhodium

Indexed keywords

EPIGLOBULOL; RHODIUM; RHODIUM DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33745608944     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.06.036     Document Type: Article
Times cited : (28)

References (35)
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    • For other reports on Rh(I)-catalyzed hydroacylation by which cyclic compounds larger than a five-membered ring were constructed, see: construction of a six-membered ring from a conformationally restricted 5-hexenal:
    • For other reports on Rh(I)-catalyzed hydroacylation by which cyclic compounds larger than a five-membered ring were constructed, see: construction of a six-membered ring from a conformationally restricted 5-hexenal:. Gable K.P., and Benz G.A. Tetrahedron Lett. 32 (1991) 3473-3476
    • (1991) Tetrahedron Lett. , vol.32 , pp. 3473-3476
    • Gable, K.P.1    Benz, G.A.2
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    • construction of an eight-membered ring from vinyl cyclopropane with tethered aldehyde:
    • construction of an eight-membered ring from vinyl cyclopropane with tethered aldehyde:. Aloise A.D., Layton M.E., and Shair M.D. J. Am. Chem. Soc. 122 (2000) 12610-12611
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 12610-12611
    • Aloise, A.D.1    Layton, M.E.2    Shair, M.D.3
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    • 0035930039 scopus 로고    scopus 로고
    • For examples of Rh(I)-catalyzed intramolecular hydroacylation of alkynals, see:
    • For examples of Rh(I)-catalyzed intramolecular hydroacylation of alkynals, see:. Tanaka K., and Fu G.C. J. Am. Chem. Soc. 123 (2001) 11492-11493
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 11492-11493
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  • 8
    • 0001495553 scopus 로고
    • For cycloisomerization of 1,3-dienes with alkenes, only the iron-catalyzed reactions have been reported so far by Takacs, see:
    • For cycloisomerization of 1,3-dienes with alkenes, only the iron-catalyzed reactions have been reported so far by Takacs, see:. Takacs J.M., and Anderson L.G. J. Am. Chem. Soc. 109 (1987) 2200-2202
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 2200-2202
    • Takacs, J.M.1    Anderson, L.G.2
  • 13
    • 0001230097 scopus 로고
    • For other related Rh(I)-catalyzed cycloaddition between 1,3-dienes and tethered alkenes, see: [4+2] cycloaddition:
    • For other related Rh(I)-catalyzed cycloaddition between 1,3-dienes and tethered alkenes, see: [4+2] cycloaddition:. Jolly R.S., Luedtke G., Sheehan D., and Livinghouse T. J. Am. Chem. Soc. 112 (1990) 4965-4966
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 4965-4966
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    • Trost B.M. Science 254 (1991) 1471-1477
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    • note
    • The stereochemistry of 8b′ was unambiguously determined by 2D NMR spectrum (NOESY). On the other hand, hydrogenations of 8b′ and 8b gave the same product, which means that the relative configuration of 8b should be similar to that of 8b′.
  • 35
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    • note
    • 4 or AD-mix-α did not proceed chemoselectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.