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Diastereoselective [2 + 2] cycloadditions have been performed with unsubstituted sulfene and nucleophilic enantiomerically pure benzaldehyde imines: Kataoka, T
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Diastereoselective [2 + 2] cycloadditions have been performed with unsubstituted sulfene and nucleophilic enantiomerically pure benzaldehyde imines: Kataoka, T. Phosphorus, Sulfur Silicon Relat. Elem. 1999, 153-154, 193.
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23
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13644264785
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Catalytic stereoselective syntheses of β-lactams using imines and ketenes have recently been reported: (a) France, S, Shah, M. H, Weatherwax, A, Wack, H, Roth, J. P, Lectka, T. J. Am. Chem. Soc. 2005, 127, 1206
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Catalytic stereoselective syntheses of β-lactams using imines and ketenes have recently been reported: (a) France, S.; Shah, M. H.; Weatherwax, A.; Wack, H.; Roth, J. P.; Lectka, T. J. Am. Chem. Soc. 2005, 127, 1206.
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25
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34249297683
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The model reaction proceeded in significantly lower yields in THF
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2O, or toluene.
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2O, or toluene
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26
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34249276422
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Supplementary crystallographic data have been deposited with the Cambridge Crystallographic Data Centre as deposition 635193. This material is available free of charge via the Internet at http://pubs.acs.org and
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Supplementary crystallographic data have been deposited with the Cambridge Crystallographic Data Centre as deposition 635193. This material is available free of charge via the Internet at http://pubs.acs.org and http://www.ccdc.cam.ac.uk/products/csd/request/.
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27
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34249308892
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Typical C-S-N angles in acyclic sulfonamides are ca. 113° see ref 8
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Typical C-S-N angles in acyclic sulfonamides are ca. 113° (see ref 8).
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28
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34249331727
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1H-NMR).
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1H-NMR).
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29
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33644785717
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Stoichiometric asymmetric β-aminosulfone formation: (a) Velàzquez, F.; Arasappan, A.; Chen, K.; Sannigrahi, M.; Venkatraman, S.; McPhail, A. T.; Chan, T.-M.; Shih, N.-Y.; Njoroge, F. G. Org. Lett. 2006, 8, 789.
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Stoichiometric asymmetric β-aminosulfone formation: (a) Velàzquez, F.; Arasappan, A.; Chen, K.; Sannigrahi, M.; Venkatraman, S.; McPhail, A. T.; Chan, T.-M.; Shih, N.-Y.; Njoroge, F. G. Org. Lett. 2006, 8, 789.
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