메뉴 건너뛰기




Volumn 64, Issue 19, 2008, Pages 4304-4312

Helical primary structures of 1,2-spiroannelated five-membered rings: attempted synthesis of (±)-tetraspiro[4.0.0.0.4.3.3.3]heneicosane

Author keywords

Hydroxy epoxides; Helicenes; Rearrangements; Spiro compounds

Indexed keywords

1,2 CYCLOPENTANE; 2 HYDROXYACID; ARACHIDIC ACID; CARBON; CYCLOPENTANE; CYCLOPENTANE DERIVATIVE; EPOXIDE; HYDROCARBON; KETONE; LEWIS ACID; SPIRO COMPOUND; TETRASPIROL[4.0.0.0.4.3.3.3]HENEICOSANE; UNCLASSIFIED DRUG;

EID: 41549148995     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2008.02.073     Document Type: Article
Times cited : (10)

References (36)
  • 12
    • 0002289447 scopus 로고
    • For possible complications in addition reactions of vinyllithium reagents, as generated from tosyl hydrazones, see:
    • For possible complications in addition reactions of vinyllithium reagents, as generated from tosyl hydrazones, see:. Chamberlin A.R., and Bloom S.H. Org. React. 39 (1990) 1-83
    • (1990) Org. React. , vol.39 , pp. 1-83
    • Chamberlin, A.R.1    Bloom, S.H.2
  • 13
    • 84942752381 scopus 로고
    • For reductive lithiations of vinyl bromides with tert-butyllithium, see:
    • For reductive lithiations of vinyl bromides with tert-butyllithium, see:. Neumann H., and Seebach D. Chem. Ber. 111 (1978) 2785-2812
    • (1978) Chem. Ber. , vol.111 , pp. 2785-2812
    • Neumann, H.1    Seebach, D.2
  • 16
    • 34948832038 scopus 로고    scopus 로고
    • For a review on recent advances in the semi-pinacol rearrangement of α-hydroxy epoxides and related compounds, see:
    • For a review on recent advances in the semi-pinacol rearrangement of α-hydroxy epoxides and related compounds, see:. Snape T. J. Chem. Soc. Rev. 36 (2007) 1823-1842
    • (2007) J. Chem. Soc. Rev. , vol.36 , pp. 1823-1842
    • Snape, T.1
  • 21
    • 37049089616 scopus 로고
    • The stereochemical assignment of 28 as cis-cis follows from a comparison of the chemical shifts of the methine protons of 23 and 28 with those of 18, 38, 39, and 40. For the data of 18, see:. {A figure is presented}
    • The stereochemical assignment of 28 as cis-cis follows from a comparison of the chemical shifts of the methine protons of 23 and 28 with those of 18, 38, 39, and 40. For the data of 18, see:. Suemune H., Maeda K., Kato K., and Sakai K. J. Chem. Soc., Perkin Trans. 1 (1994) 3441-3447. {A figure is presented}
    • (1994) J. Chem. Soc., Perkin Trans. 1 , pp. 3441-3447
    • Suemune, H.1    Maeda, K.2    Kato, K.3    Sakai, K.4
  • 23
    • 30244503854 scopus 로고
    • For an early report on a chlorination of a p-toluenesulfonate with pyridinium chloride, see:
    • For an early report on a chlorination of a p-toluenesulfonate with pyridinium chloride, see:. Bensimon Y., and Ucciani E. C.R. Acad. Sci. Paris 276 (1973) 683-685
    • (1973) C.R. Acad. Sci. Paris , vol.276 , pp. 683-685
    • Bensimon, Y.1    Ucciani, E.2
  • 24
    • 41549084764 scopus 로고    scopus 로고
    • With the structurally related but sterically less demanding 2-(4-chlorobutyl)-cyclopentanone and 2-(4-bromobutyl)-cyclopentanone exclusive spiroalkylations have been observed:
    • With the structurally related but sterically less demanding 2-(4-chlorobutyl)-cyclopentanone and 2-(4-bromobutyl)-cyclopentanone exclusive spiroalkylations have been observed:
  • 30
    • 0002856926 scopus 로고
    • For a successful elimination on a α-quaternary β-hydroxy ketone with phosphorous oxychloride, see:
    • For a successful elimination on a α-quaternary β-hydroxy ketone with phosphorous oxychloride, see:. Tsunoda T., Kodama M., and Itô S. Tetrahedron Lett. 24 (1983) 83-86
    • (1983) Tetrahedron Lett. , vol.24 , pp. 83-86
    • Tsunoda, T.1    Kodama, M.2    Itô, S.3
  • 32
    • 0013577185 scopus 로고
    • A similar rearrangement of the β-hydroxy ketone 18 has been described:
    • A similar rearrangement of the β-hydroxy ketone 18 has been described:. Carruthers W., and Orridge A. J. Chem. Soc., Perkin Trans. 1 (1977) 2411-2416
    • (1977) J. Chem. Soc., Perkin Trans. 1 , pp. 2411-2416
    • Carruthers, W.1    Orridge, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.