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33646522725
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Modern Aldol Reactions
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20
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78649789163
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The reaction with aliphatic aldehydes in the present conditions did not afford the expected aldol product; it is known that for those substrates the formation of chlorohydrin may occur (see discussion in Ref. 1)
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The reaction with aliphatic aldehydes in the present conditions did not afford the expected aldol product; it is known that for those substrates the formation of chlorohydrin may occur (see discussion in Ref. 1).
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22
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78649779445
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The observed syn stereoselectivity for the reaction in toluene might be explained with the preference for a boat-like transition state instead of a chairlike transition state (see Fig. 1 for a proposed model of stereoselection)
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The observed syn stereoselectivity for the reaction in toluene might be explained with the preference for a boat-like transition state instead of a chairlike transition state (see Fig. 1 for a proposed model of stereoselection).
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24
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78649762743
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For similar observations see Without Lewis base the enolization process did not occurr. Ref. 13, 8
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For similar observations see Without Lewis base the enolization process did not occurr. Ref. 13, 8.
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25
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78649763863
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Selected recent examples of organocatalyzed cross-aldol reactions between two aldehydes
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Selected recent examples of organocatalyzed cross-aldol reactions between two aldehydes:
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28
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33748655418
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Y. Hayashi, S. Aratake, T. Okano, J. Takahashi, T. Sumiya, and M. Shoji Angew. Chem., Int. Ed. 45 2006 5527
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34250821619
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T. Kano, Y. Yamaguchi, Y. Tanaka, and K. Maruoka Angew. Chem., Int. Ed. 46 2007 1738
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30
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78649771454
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For products characterization see Ref. 13 and references cited there
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For products characterization see Ref. 13 and references cited there.
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31
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61549115352
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Z.-H. Tzeng, H.-Y. Chen, R.J. Reddy, C.-T. Huang, and K. Chen Tetrahedron 65 2009 2879
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