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0007222611
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note
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4 and concentrated in vacuo. Purification by flush column chromatography (n-hexane:ethyl acetate = 9:4 as an eluent) gave ethyl 3-hydroxy-3-phenyl-2-(4-toluenesulfonylamino)propionate (58.1 mg, 67%) as a colorless oil.
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21
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0007279092
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note
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1H NMR (NOESY) after transforming it into the corresponding acetonide as in the following typical example, in which the anti-isomer showed correlation, whereas the syn-analogue did not: (equation presented)
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22
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0000194961
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Reviews: I. Paterson, J. M. Goodmanm, M. A. Lister, R. C. Schumann, C. K. McClure, and R. D. Norcross, Tetrahedron, 46, 4663 (1990); T. Mukaiyama, Org. React., 28, 203 (1982); D. A. Evans, J. V. Nelson, and T. R. Taber, Top. Stereochem., 13, 1 (1982); C. H. Heathcock, in "Asymmetric Synthesis," ed. by J. D., Morrison, Academic Press, New York (1984), Vol. 3, Chap. 2.
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Paterson, I.1
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Norcross, R.D.6
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23
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0000194961
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Reviews: I. Paterson, J. M. Goodmanm, M. A. Lister, R. C. Schumann, C. K. McClure, and R. D. Norcross, Tetrahedron, 46, 4663 (1990); T. Mukaiyama, Org. React., 28, 203 (1982); D. A. Evans, J. V. Nelson, and T. R. Taber, Top. Stereochem., 13, 1 (1982); C. H. Heathcock, in "Asymmetric Synthesis," ed. by J. D., Morrison, Academic Press, New York (1984), Vol. 3, Chap. 2.
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(1982)
Org. React.
, vol.28
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Mukaiyama, T.1
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24
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0000194961
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Reviews: I. Paterson, J. M. Goodmanm, M. A. Lister, R. C. Schumann, C. K. McClure, and R. D. Norcross, Tetrahedron, 46, 4663 (1990); T. Mukaiyama, Org. React., 28, 203 (1982); D. A. Evans, J. V. Nelson, and T. R. Taber, Top. Stereochem., 13, 1 (1982); C. H. Heathcock, in "Asymmetric Synthesis," ed. by J. D., Morrison, Academic Press, New York (1984), Vol. 3, Chap. 2.
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Top. Stereochem.
, vol.13
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Evans, D.A.1
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25
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0000194961
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ed. by J. D., Morrison, Academic Press, New York, Chap. 2
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Reviews: I. Paterson, J. M. Goodmanm, M. A. Lister, R. C. Schumann, C. K. McClure, and R. D. Norcross, Tetrahedron, 46, 4663 (1990); T. Mukaiyama, Org. React., 28, 203 (1982); D. A. Evans, J. V. Nelson, and T. R. Taber, Top. Stereochem., 13, 1 (1982); C. H. Heathcock, in "Asymmetric Synthesis," ed. by J. D., Morrison, Academic Press, New York (1984), Vol. 3, Chap. 2.
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Asymmetric Synthesis
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Heathcock, C.H.1
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