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1
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4744364179
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A. B. Eldrup, M. Prhavc, J. Brooks, B. Bhat, T. P. Prakash, Q. Song, S. Bera, N. Bhat, P. Dande, P. D. Cook, C. F. Bennett, S. S. Carroll, R. G. Ball, M. Bosserman, C. Burlein, L. F. Colwell, J. F. Fay, O. A. Flores, K. Getty, R. L. LaFemina, J. Leone, M. MacCoss, D. R. McMasters, J. E. Tomassini, D. V. Langen, B. Wolanski and D. B. Olsen, J. Med. Chem., 2004, 47, 5284-5297.
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Eldrup, A.B.1
Prhavc, M.2
Brooks, J.3
Bhat, B.4
Prakash, T.P.5
Song, Q.6
Bera, S.7
Bhat, N.8
Dande, P.9
Cook, P.D.10
Bennett, C.F.11
Carroll, S.S.12
Ball, R.G.13
Bosserman, M.14
Burlein, C.15
Colwell, L.F.16
Fay, J.F.17
Flores, O.A.18
Getty, K.19
LaFemina, R.L.20
Leone, J.21
MacCoss, M.22
McMasters, D.R.23
Tomassini, J.E.24
Langen, D.V.25
Wolanski, B.26
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84920790292
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note
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A one-pot ortho ester-Claisen (Johnson-Claisen) rearrangement of 1 was unsuccessfuland provided a complex mixture of products.
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25
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84920790291
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note
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1H NMR and integrating the aldehyde peaks. The stereochemistry at the anomeric center was established by considering the product ratio in the later stages.
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26
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84920790290
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note
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The configuration at the anomeric center was assigned by NOE experiments.
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29
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0001193489
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37
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84920790289
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note
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No trace amount of cyclic product was able to be isolated. Probably compound 9 might have decomposed during the column chromatography.
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38
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0028001616
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