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Volumn 18, Issue 13, 2007, Pages 1589-1602

Pb(OAc)4 mediated transannular oxidative ring cleavage

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ALLYL ALCOHOL; HOMOALLYLIC ALCOHOL; LEAD; LEAD TETRAACETATE; UNCLASSIFIED DRUG;

EID: 34547328841     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2007.06.025     Document Type: Article
Times cited : (9)

References (48)
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    • Articles dealing with specific aspects of organolead chemistry:. Wiberg K.B. (Ed), Academic Press, New York
    • Articles dealing with specific aspects of organolead chemistry:. Criegee R. In: Wiberg K.B. (Ed). Oxidation in Organic Chemistry, Part A (1965), Academic Press, New York 277-366
    • (1965) Oxidation in Organic Chemistry, Part A , pp. 277-366
    • Criegee, R.1
  • 2
    • 34547272197 scopus 로고
    • Trahanovsky W.H. (Ed), Chapter 1, Academic Press, London
    • Rubottom G.M. In: Trahanovsky W.H. (Ed). Oxidation in Organic Chemistry Vol. D, Chapter 1 (1982), Academic Press, London
    • (1982) Oxidation in Organic Chemistry , vol.D
    • Rubottom, G.M.1
  • 4
    • 0000232343 scopus 로고
    • For cleavage of 1,2-glycols with other oxidants, see:
    • For cleavage of 1,2-glycols with other oxidants, see:. Malaprade M.L. Bull. Soc. Chim. Fr. 43 (1928) 683-696
    • (1928) Bull. Soc. Chim. Fr. , vol.43 , pp. 683-696
    • Malaprade, M.L.1
  • 19
    • 0035604443 scopus 로고    scopus 로고
    • As stated by Mark Moloney, 'lead(IV) has been significantly under-utilized in synthesis and further novel applications are likely to emerge, by making use of our developing understanding of the principles governing these unusual reactions.'
    • As stated by Mark Moloney, 'lead(IV) has been significantly under-utilized in synthesis and further novel applications are likely to emerge, by making use of our developing understanding of the principles governing these unusual reactions.'. Moloney M.G. Main Group Metal Chem. 24 (2001) 653-660
    • (2001) Main Group Metal Chem. , vol.24 , pp. 653-660
    • Moloney, M.G.1
  • 24
    • 0001847186 scopus 로고    scopus 로고
    • Shibasaki M., Stoddart J.F., and Vogtle F. (Eds), Wiley-VCH, Weinheim
    • Tietze L.F., and Haunert F. In: Shibasaki M., Stoddart J.F., and Vogtle F. (Eds). Stimulating Concepts in Chemistry (2000), Wiley-VCH, Weinheim 39-64
    • (2000) Stimulating Concepts in Chemistry , pp. 39-64
    • Tietze, L.F.1    Haunert, F.2
  • 33
    • 0041864168 scopus 로고    scopus 로고
    • The whole potential of this consecutive hetero-domino transformation for rapidly generating molecular complexity is not yet realized. and references cited therein
    • The whole potential of this consecutive hetero-domino transformation for rapidly generating molecular complexity is not yet realized. Finet L., Candela Lena J.I., Kaoudi T., Birlirakis N., and Arseniyadis S. Chem. Eur. J. 9 (2003) 3813-3820 and references cited therein
    • (2003) Chem. Eur. J. , vol.9 , pp. 3813-3820
    • Finet, L.1    Candela Lena, J.I.2    Kaoudi, T.3    Birlirakis, N.4    Arseniyadis, S.5
  • 36
    • 0004233837 scopus 로고
    • Thyagarajan B.S. (Ed), Wiley (Interscience), New York
    • Moriarty R.M. In: Thyagarajan B.S. (Ed). Selective Organic Transformations Vol. II (1972), Wiley (Interscience), New York
    • (1972) Selective Organic Transformations , vol.II
    • Moriarty, R.M.1
  • 40
  • 45
    • 34547351111 scopus 로고    scopus 로고
    • note
    • Saponification of the C3 acetate may occur upon prolonged reaction times and during work up, thus rendering the extra potassium carbonate treatment unnecessary.
  • 46
    • 34547306928 scopus 로고    scopus 로고
    • note
    • In order to overcome this reaction mode, the C3 secondary alcohol of 18 can be converted to its methoxymethyl ether protected analogue 16 or any other orthogonal protection.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.