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3. See inter alia : Grotjohn, B.F.; Czarnik, A.W. Tetrahedron Lett. 1989, 30, 2325-2328. Morin, G.T.; Paugam, M.-F.; Hughes, M.P.; Smith, B.D. J. Org. Chem. 1994, 59, 2724-2728. Reetz, M.T.; Huff, J.; Rudolph, J.; Töllner, K.; Deege, A.; Goddard, R. J. Am. Chem. Soc. 1994, 116, 11588-11589. Imada, T.; Kijima, H.; Takeuchi, M.; Shinkai, S. Tetrahedron 1996, 52, 2817-2826.
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Paugam, M.-F.2
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3. See inter alia : Grotjohn, B.F.; Czarnik, A.W. Tetrahedron Lett. 1989, 30, 2325-2328. Morin, G.T.; Paugam, M.-F.; Hughes, M.P.; Smith, B.D. J. Org. Chem. 1994, 59, 2724-2728. Reetz, M.T.; Huff, J.; Rudolph, J.; Töllner, K.; Deege, A.; Goddard, R. J. Am. Chem. Soc. 1994, 116, 11588-11589. Imada, T.; Kijima, H.; Takeuchi, M.; Shinkai, S. Tetrahedron 1996, 52, 2817-2826.
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Reetz, M.T.1
Huff, J.2
Rudolph, J.3
Töllner, K.4
Deege, A.5
Goddard, R.6
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7
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0030027684
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3. See inter alia : Grotjohn, B.F.; Czarnik, A.W. Tetrahedron Lett. 1989, 30, 2325-2328. Morin, G.T.; Paugam, M.-F.; Hughes, M.P.; Smith, B.D. J. Org. Chem. 1994, 59, 2724-2728. Reetz, M.T.; Huff, J.; Rudolph, J.; Töllner, K.; Deege, A.; Goddard, R. J. Am. Chem. Soc. 1994, 116, 11588-11589. Imada, T.; Kijima, H.; Takeuchi, M.; Shinkai, S. Tetrahedron 1996, 52, 2817-2826.
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Imada, T.1
Kijima, H.2
Takeuchi, M.3
Shinkai, S.4
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5. For a discussion: Snow, R.J.; Bachovchin, W.W.; Barton, R.W.; Campbell, S.J.; Coutts, S.J.; Freeman, D.M.; Gutheil, W.G.; Kelly, T.A.; Kennedy, C.A.; Krolikowski, D.A.; Leonard, S.F.; Pargellis, C.A.; Tong, L.; Adams, J. J. Am. Chem. Soc. 1994, 116, 10860-10869.
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Snow, R.J.1
Bachovchin, W.W.2
Barton, R.W.3
Campbell, S.J.4
Coutts, S.J.5
Freeman, D.M.6
Gutheil, W.G.7
Kelly, T.A.8
Kennedy, C.A.9
Krolikowski, D.A.10
Leonard, S.F.11
Pargellis, C.A.12
Tong, L.13
Adams, J.14
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7. Coutts S.J.; Adams, J.; Krolikowski, D.; Snow, R.J. Tetrahedron Lett. 1994, 35, 5109-5112.
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8. Ho, O.C.; Soundarajan, R.; Lu, J.; Matteson, D.S; Wang, Z.; Chen, X.; Wei, M.; Willett, R.D. Organometallics 1995, 14, 2855-2860.
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0029094753
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15. For resolution of d,l -1,3-diphenylpropane-1,3-diol see : Levayer, F.; Rabiller, C.; Tellier C. Tetrahedron Asym.1995, 7, 1675-1682.
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Levayer, F.1
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Tellier, C.3
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20
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85030272803
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note
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16. Ca. 10 % epimerisation to give the meso boronate was observed.
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23
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85030269896
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note
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19. When the Pd-mediated coupling (see ref. 18) was performed with an unprotected phenylboronic acid partner, no pure compound could be isolated.
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24
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85030270754
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note
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20. Phenylboronic acid is commercially available.
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25
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0001182844
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21. Gilman, H.; Santucci, L.; Swayampati, D.R.; Ranck, R.O. J. Am. Chem. Soc. 1957, 79, 3077-3081.
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Ranck, R.O.4
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26
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85030273953
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note
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22. Obtained by boronation of p-OTHP-phenylmagnesium bromide; acidic deprotection then gives the known p-hydrophenylboronic acid (ref. 21).
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27
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85030272708
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23. Feulner, H.; Linti, G.; Nöth, H. Chem. Ber. 1990, 123, 1849-1851.
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