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Dehydration of a series of substituted 2-hydroxypyrrolidines into the corresponding 1-pyrrolines with pyridinium p-toluenesulfonate has been described: In our case, no reaction occurred under the same conditions or by using a Dean-Stark apparatus and PTSA or MsCl as the dehydrating agents
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Dehydration of a series of substituted 2-hydroxypyrrolidines into the corresponding 1-pyrrolines with pyridinium p-toluenesulfonate has been described:. Miyashita M., Awen B.Z.E., and Yoshikoshi A. Tetrahedron 46 (1990) 7569-7586 In our case, no reaction occurred under the same conditions or by using a Dean-Stark apparatus and PTSA or MsCl as the dehydrating agents
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49049087623
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note
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3CN as the reducing agent was poorly selective and produced a 65/35 mixture of the two possible pyrrolidines (55% isolated yield), with compound 8 as the major isomer.
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17
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0034635386
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As an example, compare with NMR data of compounds 13b (cis orientation of H-2/H-3) and 15b (trans orientation of H-2/H-3) in:
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As an example, compare with NMR data of compounds 13b (cis orientation of H-2/H-3) and 15b (trans orientation of H-2/H-3) in:. Sifferlen T., Defoin A., Streith J., Le Nouen D., Tarnus C., Dosbaâ I., and Foglietti M.-J. Tetrahedron 56 (2000) 971-978
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Dosbaâ, I.6
Foglietti, M.-J.7
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19
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32644442271
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The formation of such a hemiaminal mixture after deprotection of a cyclic ketimine has been recently observed:
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The formation of such a hemiaminal mixture after deprotection of a cyclic ketimine has been recently observed:. Calveras J., Bujons J., Parella T., Crehuet R., Espelt L., Joglar J., and Clapés P. Tetrahedron 62 (2006) 2648-2656
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Calveras, J.1
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Clapés, P.7
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0037454742
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Behr J.-B., Chevrier C., Defoin A., Tarnus C., and Streith J. Tetrahedron 59 (2003) 543-553
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Behr, J.-B.1
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