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4
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33947241133
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Suzuki H., and Matano Y. (Eds), Elsevier, New York Chapter 5, pp 371-440
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Komatsu N. In: Suzuki H., and Matano Y. (Eds). Organobismuth Chemistry (2001), Elsevier, New York Chapter 5, pp 371-440
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Organobismuth Chemistry
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Komatsu, N.1
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8
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37049112608
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Barton D.H.R., Lester D.J., Motherwell W.B., and Papoula M.T.B. J. Chem. Soc., Chem. Commun. (1979) 705
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J. Chem. Soc., Chem. Commun.
, pp. 705
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Barton, D.H.R.1
Lester, D.J.2
Motherwell, W.B.3
Papoula, M.T.B.4
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9
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0343236420
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Barton D.H.R., Kitchin J.P., Lester D.J., Motherwell W.B., and Papoula M.T.B. Tetrahedron 37 (1981) 73
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(1981)
Tetrahedron
, vol.37
, pp. 73
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Barton, D.H.R.1
Kitchin, J.P.2
Lester, D.J.3
Motherwell, W.B.4
Papoula, M.T.B.5
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14
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0035823874
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Matano Y., Nomura H., Suzuki H., Shiro M., and Nakano H. J. Am. Chem. Soc. 123 (2001) 10954
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J. Am. Chem. Soc.
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Matano, Y.1
Nomura, H.2
Suzuki, H.3
Shiro, M.4
Nakano, H.5
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17
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10044298571
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Matano Y., Hisanaga T., Yamada H., Kusakabe S., Nomura H., and Imahori H. J. Org. Chem. 69 (2004) 8676
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Matano, Y.1
Hisanaga, T.2
Yamada, H.3
Kusakabe, S.4
Nomura, H.5
Imahori, H.6
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18
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37049089545
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In the presence of N-butyl-N′,N′,N″,N″-tetramethylguanidine, these alcohols were oxidized to the corresponding carbonyl compounds in 78-92% yields after 7.5-12 h
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Barton D.H.R., Finet J.-P., Motherwell W.B., and Pichon C. J. Chem. Soc., Perkin Trans. 1 (1987) 251 In the presence of N-butyl-N′,N′,N″,N″-tetramethylguanidine, these alcohols were oxidized to the corresponding carbonyl compounds in 78-92% yields after 7.5-12 h
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(1987)
J. Chem. Soc., Perkin Trans. 1
, pp. 251
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Barton, D.H.R.1
Finet, J.-P.2
Motherwell, W.B.3
Pichon, C.4
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20
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0001108890
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3): δ 2.33 (s, 6H), 2.36 (s, 3H), 7.17 (s, 2H), 7.52-7.70 (m, 9H), 7.80-7.90 (m, 6H)
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3): δ 2.33 (s, 6H), 2.36 (s, 3H), 7.17 (s, 2H), 7.52-7.70 (m, 9H), 7.80-7.90 (m, 6H)
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(1999)
Organometallics
, vol.18
, pp. 5668
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Matano, Y.1
Begum, S.A.2
Miyamatsu, T.3
Suzuki, H.4
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21
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33947259901
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note
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w = 0.0526, R = 0.0254 (I > 2.00σ(I)), GOF = 1.029. Crystallographic data for the structure of 1a have been deposited with the Cambridge Crystallographic Data Centre as Supplementary Publication No. CCDC 635005. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44-(0)1223-336033 or e-mail: deposit@ccdc.cam.ac.uk).
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22
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33947239579
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note
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3), triphenylbismuthane and benzene were formed. See Ref. 4.
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23
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33947240109
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note
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1H NMR and GC.
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24
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33947203545
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note
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2). The carbonyl compounds were easily separated from triphenylbismuthane and could be isolated in a pure form.
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25
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33947229201
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note
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At present, we assume that the ground state of 1a/TMG/alcohol is destabilized compared to the alkoxybismuth(V) intermediate in a nonpolar solvent such as toluene. The solvent effect will be investigated systematically in the future work.
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26
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33947241642
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note
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1H NMR spectrum of the reaction mixture. This byproduct was presumably formed by C-arylation of the initial product, dodecanal, with 1a/TMG.
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27
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0001495283
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For the primary selective oxidation methods, see:
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For the primary selective oxidation methods, see:. Tomioka H., Takai K., Oshima K., and Nozaki H. Tetrahedron Lett. 22 (1981) 1605
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(1981)
Tetrahedron Lett.
, vol.22
, pp. 1605
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Tomioka, H.1
Takai, K.2
Oshima, K.3
Nozaki, H.4
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32
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0034829719
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Dijksman A., Marino-González A., Mairata i Payeras A., Arends I.W.C.E., and Sheldon R.A. J. Am. Chem. Soc. 123 (2001) 6826
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(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 6826
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Dijksman, A.1
Marino-González, A.2
Mairata i Payeras, A.3
Arends, I.W.C.E.4
Sheldon, R.A.5
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