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1
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0034678591
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Recent reviews on asymmetric aldol reactions: (a) Machajewski, T. D.; Wong, C.-H. Angew. Chem., Int. Ed. 2000, 39, 1352; (b) Arya, P.; Qin, H. Tetrahedron 2000, 56, 917; (c) Carreira, E. M. Chapter 29 from 'Comprehensive Asymmetric Catalysis', E. N. Jacobsen, Ed.; 1999, pp. 998-1065; (d) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357.
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Recent reviews on asymmetric aldol reactions: (a) Machajewski, T. D.; Wong, C.-H. Angew. Chem., Int. Ed. 2000, 39, 1352; (b) Arya, P.; Qin, H. Tetrahedron 2000, 56, 917; (c) Carreira, E. M. Chapter 29 from 'Comprehensive Asymmetric Catalysis', E. N. Jacobsen, Ed.; 1999, pp. 998-1065; (d) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357.
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Arya, P.1
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E. N. Jacobsen, Ed.
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Recent reviews on asymmetric aldol reactions: (a) Machajewski, T. D.; Wong, C.-H. Angew. Chem., Int. Ed. 2000, 39, 1352; (b) Arya, P.; Qin, H. Tetrahedron 2000, 56, 917; (c) Carreira, E. M. Chapter 29 from 'Comprehensive Asymmetric Catalysis', E. N. Jacobsen, Ed.; 1999, pp. 998-1065; (d) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357.
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Chapter 29 from 'Comprehensive Asymmetric Catalysis'
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Carreira, E.M.1
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4
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Recent reviews on asymmetric aldol reactions: (a) Machajewski, T. D.; Wong, C.-H. Angew. Chem., Int. Ed. 2000, 39, 1352; (b) Arya, P.; Qin, H. Tetrahedron 2000, 56, 917; (c) Carreira, E. M. Chapter 29 from 'Comprehensive Asymmetric Catalysis', E. N. Jacobsen, Ed.; 1999, pp. 998-1065; (d) Nelson, S. G. Tetrahedron: Asymmetry 1998, 9, 357.
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Tetrahedron: Asymmetry
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Nelson, S.G.1
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7
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Paterson I., Goodman J.M., Lister M.A., Schumann R.C., McClure C.K., Norcross R.D. Tetrahedron. 46:1990;4663.
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Paterson, I.1
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Bernardi A., Gennari C., Goodman J.M., Paterson I. Tetrahedron: Asymmetry. 6:1995;2613 Kim, B. M.; Williams, S. F.; Masamune, S. Comprehensive Org. Syn.; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 2, p. 239 Evans, D. A.; Nelson, J. V.; Taber, T. R. Topics in Stereochem.; Allinger, N. L.; Eliel, E. L.; Wilen, S. H., Eds.; John Wiley & Sons: New York, 1982; Vol. 13, p. 1 and references cited therein.
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Vilarrasa, J.6
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15
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85031154264
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For use as LTD4 inhibitors: European Patent, Masateru, M. et al. 1990, EP150447; US patents: Masateru, M. et al. US 4665203; Masateru, M. et al. US 4778903; Masateru, M. et al. US 4888356; Masateru, M. et al. US 4952705; and Cohen N. et al. J. Med. Chem. 1989, 32, 1842 For use as PPAR agonists: US patent: Sahoo, S. P. et al. US 2002/0103242; World patent: Sahoo, S. P. et al. WO 02/26729 For antioxidants/antiarrhythmic activity: US patent: Scott, J. W. et al. 1977, US 4018799, Scott, J. W. et al. 1977, US 4003919, Scott, J. W. et al. 1977, US 4026907; World patent: Koufaki, M. et al. 2002, WO 02/04438.
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17
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0030959439
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Zhao M., King A.O., Larsen R.D., Verhoeven T.R., Reider P.J. Tetrahedron Lett. 38:1997;2641.
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Zhao, M.1
King, A.O.2
Larsen, R.D.3
Verhoeven, T.R.4
Reider, P.J.5
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19
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85031158746
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note
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Various methods were explored for the chiral aldol reaction with limited success before we discovered the boron-mediated aldol reaction, which gave far superior results. The methods investigated included chiral Lewis acid-catalyzed Mukaiyama type aldol through silyl ketene acetal 7 and chiral aldol reaction of Zn-enolate with chiral diamine or aminoalcohol ligands etc.
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20
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85031145057
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note
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14.
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21
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85031150710
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note
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4Na (M+Na): 287.1254. Found 287.1264. 19, 14 and 15, aldol reaction of 16 gave ca. 50% yield with modest selectivity: dr=7 and 45% ee.
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