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The reported semiempirical AM1 calculations of the atomic net charges of benzaldehyde, N-benzylideneaniline 3a, and N-tosylimine 3j predict the following order of reactivity toward nucleophiles, PhCH= NTs 3j > PhCHO > PhCH=NPh 3a. See ref 8h.
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Reaction of 1b with EtOLi in THF-DMSO at -30 °C in the presence of styrene (10 equiv) yielded no the addition products, i.e., cyclopropanes, and gave 7 (55%, E:Z = 43:57).
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