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Heitkamp, H.J.1
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35
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0003072947
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(E)-5-Bromo-2-pentene was prepared according to the literature procedure: Julia, M.; Julia, S.; Tchen, S. Y. Bull. Soc. Chim. Fr. 1961, 1849. It contains ∼7% of the cis isomer which was carried through to 7c and 7d.
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Bull. Soc. Chim. Fr.
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Julia, M.1
Julia, S.2
Tchen, S.Y.3
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36
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33947093954
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Jahngen Jr., E.G.E.4
Lovey, A.J.5
Stephens, W.P.6
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37
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85033812698
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note
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The relative stereochemistry of 7b, 7d, and 14a was proven by NOESY experiments. The methyl group (not next to the oxygen, at the 6-position in the 1H-cyclopent[c]isoxazole numbering) was shown to be syn to the ring juncture hydrogens by NOESY, while the structures of 7a and 7c were assigned by analogy to 7b and 7d.
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39
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0000863940
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Padwa, A., Ed.; John Wiley & Sons, Inc.: New York
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(b) Caramella, P.; Grunanger, P. In 1,3-Dipolar Cycloaddition; Padwa, A., Ed.; John Wiley & Sons, Inc.: New York, 1984; pp 291-392.
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1,3-Dipolar Cycloaddition
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Caramella, P.1
Grunanger, P.2
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40
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0343478377
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JAI Press: Greewich, CT
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(c) Curran, D. P. In Advances in Cycloaddition; JAI Press: Greewich, CT, 1988; Vol. 1, p 150.
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41
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0001287954
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(d) The structures of compounds 9 and 9′ were assigned by analogy to similar compounds reported in the literature: Hassner, A.; Murthy, K. S. K.; Padwa, A.; Chiacchio, U.; Dean, D. C.; Schoffstall, A. M. J. Org. Chem. 1989, 54, 5277. Kim, H. R.; Kim, H. J.; Duffy, J. L.; Olmstead, M. M.; Ruhlandt-Senge, K.; Kurth, M. J. Tetrahedron Lett. 1991, 32, 4259.
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Hassner, A.1
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Padwa, A.3
Chiacchio, U.4
Dean, D.C.5
Schoffstall, A.M.6
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42
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0025866631
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(d) The structures of compounds 9 and 9′ were assigned by analogy to similar compounds reported in the literature: Hassner, A.; Murthy, K. S. K.; Padwa, A.; Chiacchio, U.; Dean, D. C.; Schoffstall, A. M. J. Org. Chem. 1989, 54, 5277. Kim, H. R.; Kim, H. J.; Duffy, J. L.; Olmstead, M. M.; Ruhlandt-Senge, K.; Kurth, M. J. Tetrahedron Lett. 1991, 32, 4259.
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Kim, H.R.1
Kim, H.J.2
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Ruhlandt-Senge, K.5
Kurth, M.J.6
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43
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(a) Jung, M. E.; Trifunovich, I. D.; Lensen, N. Tetrehedron Lett. 1992, 33, 6719.
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Jung, M.E.1
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Lensen, N.3
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44
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85033824843
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Unpublished results
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(b) Jung, M. E.; Vu, B. T. Unpublished results.
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Jung, M.E.1
Vu, B.T.2
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45
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84986409746
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Seebach, D.; Yus, M.; von Carmen, N. Helv. Chim. Acta 1984, 67, 289.
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46
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49349138085
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47
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85033823312
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note
-
The alcohol 13 contains ∼6-7% of the cis isomer resulting from isomerization of the double bond during ketalization, which was carried on to 14.
-
-
-
-
51
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85033811537
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note
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In one case, with the amino being protected by the benzoyl group, only 31% of the desired ketone was obtained in p-TsOH and aqueous acetone conditions.
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52
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3643118091
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Compound 6b was prepared according to the literature procedure: Beckwith, A. L. J.; Easton, C. J.; Lawrence, T.; Serelis, A. K. Aust. J. Chem. 1983, 36, 345.
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Beckwith, A.L.J.1
Easton, C.J.2
Lawrence, T.3
Serelis, A.K.4
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53
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37049166938
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Attenburrow, J.; Cameron, A. F. B.; Chapman, J. H.; Evans, R. M.; Hems, B. A.; Jansen, A. B. A.; Walker, T. J. Chem. Soc. 1952, 1094.
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Attenburrow, J.1
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Evans, R.M.4
Hems, B.A.5
Jansen, A.B.A.6
Walker, T.7
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