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33751572948
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31P NMR: δ 22-23), but it was not isolated. In some cases, there was unreacted allene (∼5%).
-
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67
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33751579642
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2C=C(Me) [δ(P): 17.0] which could be isolated.
-
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68
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33751583696
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note
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The rest are unidentified products (presumably other isomers) + starting material. By contrast, the allene PhCH=C=CHMe (solvent: N,N-dimethylacetamide) reacts with 3-bromo-5,5-dimethyl-2-cyclohexen-1-one to give a mixture of Z and E isomers; see ref 2a.
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33751567311
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note
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For this reason, in reactions using 1b, a lower stoichiometry of aryl iodide (0.8 equiv, cf. Scheme 2) is utilized for optimum yields.
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70
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33751579489
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2 group [δ 2.99, J = 20.8 Hz] is present, but this compound could not be isolated.
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