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11
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3142782193
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note
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2 as follows: a) Mitsunobu reaction of (2R,4R)-2,4-pentanediol with 3-chlorophenol or 3-methoxy-carbonylphenol (79.6 and 86.5% yields, respectively), b) formation of acetoacetate ester with diketene and triethylamine (89.3 and 88.3%), treatment with p-tosyl azide and triethylamine, and then c) reaction with aqueous sodium hydroxide (85.1 and 79.5%). Stereochemical purities of 3 were confirmed as over 99% pure by GLC analysis after necessary conversions.
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12
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3142723397
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note
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4 (31.7%) was improved to 68.7%.
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13
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0026590813
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S. Hashimoto, N. Watanabe, and S. Ikegami, Tetrahedron Lett., 33, 2709 (1992); S. Hashimoto, N. Watanabe, and S. Ikegami, J. Chem. Soc., Chem. Commun., 1992, 1508.
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Hashimoto, S.1
Watanabe, N.2
Ikegami, S.3
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14
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37049076340
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S. Hashimoto, N. Watanabe, and S. Ikegami, Tetrahedron Lett., 33, 2709 (1992); S. Hashimoto, N. Watanabe, and S. Ikegami, J. Chem. Soc., Chem. Commun., 1992, 1508.
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J. Chem. Soc., Chem. Commun.
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Hashimoto, S.1
Watanabe, N.2
Ikegami, S.3
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15
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3142732180
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note
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3 (quant).
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16
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3142714574
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note
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Isolated yields for the three-steps preparation procedure shown in the Ref. 9: For 6a, a) ca. 70%, b) 84.8%, c) 76.4%. For 6b, a) 67.5%, b) 95.2%, c) 63.4%.
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17
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0037629289
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T. Sugimura, W. H. Kim, M. Kagawa, and T. Okuyama, Org. Lett., 4, 2059 (2002).
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Org. Lett.
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Sugimura, T.1
Kim, W.H.2
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Okuyama, T.4
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