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(c) Trost, B. M.; Breit, B.; Organ, M. G. Tetrahedron Lett. 1994, 35, 5817.
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Schulte-Elte, K. H.; Willhalm, B.; Ohloff, G. Angew. Chem., Int. Ed. Engl. 1969, 8, 985. Adams, W. R.; Trecker, D. J. Tetrahedron 1971, 27, 2631. Buendia, J.; Nierat, J.; Vivat, M. Bull. Soc. Chim. Fr II 1979, 46, 614.
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0039802579
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Schulte-Elte, K. H.; Willhalm, B.; Ohloff, G. Angew. Chem., Int. Ed. Engl. 1969, 8, 985. Adams, W. R.; Trecker, D. J. Tetrahedron 1971, 27, 2631. Buendia, J.; Nierat, J.; Vivat, M. Bull. Soc. Chim. Fr II 1979, 46, 614.
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Schulte-Elte, K. H.; Willhalm, B.; Ohloff, G. Angew. Chem., Int. Ed. Engl. 1969, 8, 985. Adams, W. R.; Trecker, D. J. Tetrahedron 1971, 27, 2631. Buendia, J.; Nierat, J.; Vivat, M. Bull. Soc. Chim. Fr II 1979, 46, 614.
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15
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0029928380
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For an interesting example wherein the imprint of the catalyst ("chiral pocket") affects the syn-anti bias in the ionization, see: Togni, A.; Burckhardt, U.; Gramlich, V.; Pregosin, P. S.; Salzmann, R. J. Am. Chem. Soc. 1996, 118, 1031.
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Pregosin, P.S.4
Salzmann, R.5
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17
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8944245940
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note
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2). A plot of rotation vs ee for a series of samples of varying ee gave a straight line that indicates the maximum rotation is +34°.
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18
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8944237587
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note
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All new compounds have been fully characterized spectrally, and elemental composition has been established by high-resolution mass spectroscopy and/or combustion analysis (see the supporting information).
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19
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0001356627
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Trost, B. M.; Bunt, R. C.; Pulley, S. R. J. Org. Chem. 1994, 59, 4202.
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, vol.59
, pp. 4202
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Trost, B.M.1
Bunt, R.C.2
Pulley, S.R.3
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20
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8944253401
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note
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1H NMR analysis of the bis-O-methylmandelate ester.
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21
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8944262926
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note
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The absolute configuration was established by conversion of the phthalimide group to an O-methylmandelamide (see ref 11).
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22
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8944246872
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note
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The ee values of 88% and 89%, respectively, were obtained using succinimide.
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23
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0024209272
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For a review, see: Isono, K. J. Antibiotics 1988, 41, 1711.
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Isono, K.1
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24
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0028806478
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For recent synthetic approaches and references to previous work, see: Jackson, R. F. W.; Palmer, N. J.; Wythes, M. J.; Clegg, W.; Elsegood, M. R. J. J. Org. Chem. 1995, 60, 6431. Marshall, J. A.; Seletsky, B. M.; Coan, P. S. J. Org. Chem. 1994, 59, 5139. Matsuura, F.; Hamada, Y.; Shioiri, T. Tetrahedron Lett. 1994, 35, 733. Chida, N.; Koizumi, K.; Kitada, Y.; Yokoyama, C.; Ogawa, S. J. Chem. Soc., Chem. Commun. 1994, 111. Dondoni, A.; Franco, S.; Merchan, F. L.; Merino, P.; Tejero, T. Tetrahedron Lett. 1993, 34, 5479.
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Jackson, R.F.W.1
Palmer, N.J.2
Wythes, M.J.3
Clegg, W.4
Elsegood, M.R.J.5
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25
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0000042166
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For recent synthetic approaches and references to previous work, see: Jackson, R. F. W.; Palmer, N. J.; Wythes, M. J.; Clegg, W.; Elsegood, M. R. J. J. Org. Chem. 1995, 60, 6431. Marshall, J. A.; Seletsky, B. M.; Coan, P. S. J. Org. Chem. 1994, 59, 5139. Matsuura, F.; Hamada, Y.; Shioiri, T. Tetrahedron Lett. 1994, 35, 733. Chida, N.; Koizumi, K.; Kitada, Y.; Yokoyama, C.; Ogawa, S. J. Chem. Soc., Chem. Commun. 1994, 111. Dondoni, A.; Franco, S.; Merchan, F. L.; Merino, P.; Tejero, T. Tetrahedron Lett. 1993, 34, 5479.
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Marshall, J.A.1
Seletsky, B.M.2
Coan, P.S.3
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26
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0027976912
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For recent synthetic approaches and references to previous work, see: Jackson, R. F. W.; Palmer, N. J.; Wythes, M. J.; Clegg, W.; Elsegood, M. R. J. J. Org. Chem. 1995, 60, 6431. Marshall, J. A.; Seletsky, B. M.; Coan, P. S. J. Org. Chem. 1994, 59, 5139. Matsuura, F.; Hamada, Y.; Shioiri, T. Tetrahedron Lett. 1994, 35, 733. Chida, N.; Koizumi, K.; Kitada, Y.; Yokoyama, C.; Ogawa, S. J. Chem. Soc., Chem. Commun. 1994, 111. Dondoni, A.; Franco, S.; Merchan, F. L.; Merino, P.; Tejero, T. Tetrahedron Lett. 1993, 34, 5479.
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Matsuura, F.1
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27
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0027952674
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For recent synthetic approaches and references to previous work, see: Jackson, R. F. W.; Palmer, N. J.; Wythes, M. J.; Clegg, W.; Elsegood, M. R. J. J. Org. Chem. 1995, 60, 6431. Marshall, J. A.; Seletsky, B. M.; Coan, P. S. J. Org. Chem. 1994, 59, 5139. Matsuura, F.; Hamada, Y.; Shioiri, T. Tetrahedron Lett. 1994, 35, 733. Chida, N.; Koizumi, K.; Kitada, Y.; Yokoyama, C.; Ogawa, S. J. Chem. Soc., Chem. Commun. 1994, 111. Dondoni, A.; Franco, S.; Merchan, F. L.; Merino, P.; Tejero, T. Tetrahedron Lett. 1993, 34, 5479.
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Chida, N.1
Koizumi, K.2
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Yokoyama, C.4
Ogawa, S.5
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28
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0027200453
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For recent synthetic approaches and references to previous work, see: Jackson, R. F. W.; Palmer, N. J.; Wythes, M. J.; Clegg, W.; Elsegood, M. R. J. J. Org. Chem. 1995, 60, 6431. Marshall, J. A.; Seletsky, B. M.; Coan, P. S. J. Org. Chem. 1994, 59, 5139. Matsuura, F.; Hamada, Y.; Shioiri, T. Tetrahedron Lett. 1994, 35, 733. Chida, N.; Koizumi, K.; Kitada, Y.; Yokoyama, C.; Ogawa, S. J. Chem. Soc., Chem. Commun. 1994, 111. Dondoni, A.; Franco, S.; Merchan, F. L.; Merino, P.; Tejero, T. Tetrahedron Lett. 1993, 34, 5479.
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4444276636
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0000711829
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Kolb, H. C.; Van Nieuwenhze, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483. Use of the allylic p-methoxybenzoate decreased the diastereoselectivity; cf.: Corey, E. J.; Guzman-Perez, A.; Noe, M. C. J. Am. Chem. Soc. 1995, 117, 10805.
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Corey, E.J.1
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Noe, M.C.3
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2O). mp 162-168 °C (dec); Saksena, A. K.; Lovey, R. G.; Girijavallabhan, V. M.; Ganguly, A. K.; McPhail, A. T. J. Org. Chem. 1986, 51, 5024.
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