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Volumn 40, Issue 35, 1999, Pages 6403-6406

A new metal mediated stereocontrolled synthesis of allylic fluorides

Author keywords

[No Author keywords available]

Indexed keywords

FLUORINE DERIVATIVE; PALLADIUM;

EID: 0033609778     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01330-1     Document Type: Article
Times cited : (22)

References (36)
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  • 7
    • 0003314351 scopus 로고    scopus 로고
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    • Biomedical frontiers of fluorine chemistry, (eds. : I. Ojima, J.R. McCarthy, J.T. Welch) ACS Symposium Series 639, Washington DC, 1996;
    • (1996) ACS Symposium Series , vol.639
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  • 9
    • 0000687239 scopus 로고
    • For recent reviews on asymmetric synthesis of fluoroorganic compounds
    • For recent reviews on asymmetric synthesis of fluoroorganic compounds see : K. Iseki, Y. Kobayashi, Reviews Heteroatom Chem. 1995, 12, 211-237;
    • (1995) Reviews Heteroatom Chem. , vol.12 , pp. 211-237
    • Iseki, K.1    Kobayashi, Y.2
  • 10
    • 0032512020 scopus 로고    scopus 로고
    • K. Iseki, Tetrahedron 1998, 54, 13887-13914;
    • (1998) Tetrahedron , vol.54 , pp. 13887-13914
    • Iseki, K.1
  • 20
    • 0009645758 scopus 로고    scopus 로고
    • 21F.
    • 21F.
  • 25
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    • PhD thesis, University of Louvain la Neuve (Belgium)
    • T. Munyemana, PhD thesis, University of Louvain la Neuve (Belgium) 1991.
    • (1991) J. Org. Chem.
    • Munyemana, T.1
  • 26
    • 0001700348 scopus 로고
    • In the fluorination of propargylic alcohols, the only exception appears to be in perfluorinated compounds leading to some fluoro allenes It has been suggested that small amounts of allenes have been obtained also in the fluorination of hydroxyphosphonates
    • In the fluorination of propargylic alcohols, the only exception appears to be in perfluorinated compounds leading to some fluoro allenes see : R.E.A. Dear, E.E. Gilbert, J. Org. Chem. 1968, 33, 819-823. It has been suggested that small amounts of allenes have been obtained also in the fluorination of hydroxyphosphonates.
    • (1968) J. Org. Chem. , vol.33 , pp. 819-823
    • Dear, R.E.A.1    Gilbert, E.E.2
  • 28
    • 0009605388 scopus 로고    scopus 로고
    • 3SnH a mixture of 2E (63%), 2Z (23%) and 2′ (13%) was isolated in a similar yield. Furthermore, it is interesting to note that Pd catalysed hydrostannylation gives a 60:40 mixture of 2′ (33% yield) and 2E (22% yield). The stannylcupration gives only decomposition products
    • 3SnH a mixture of 2E (63%), 2Z (23%) and 2′ (13%) was isolated in a similar yield. Furthermore, it is interesting to note that Pd catalysed hydrostannylation gives a 60:40 mixture of 2′ (33% yield) and 2E (22% yield). The stannylcupration gives only decomposition products.
  • 29
    • 0009602008 scopus 로고    scopus 로고
    • note
    • 22FI.
  • 34
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    • L.S. Liebeskind Ed, JAI Press, Greenwich
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    • Jeffery, T.1
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    • note
    • 2.
  • 36
    • 0009579441 scopus 로고    scopus 로고
    • Preliminary studies indicate that Stille or Suzuki type reactions are possible, but the yields are low (20-30%)
    • Preliminary studies indicate that Stille or Suzuki type reactions are possible, but the yields are low (20-30%).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.