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note
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2-Zn (see ref 16). The preformed alkynylzinc reagent may be not basic enough to achieve this deprotonation.
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Attempts of addition to N-methyl-2-pyrrolecarbaldehyde gave complex reaction mixtures.
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47
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33747409511
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A comparison with the tert-butylacetylene addition products 3ca-3ce was not possible.
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48
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33747379922
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note
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The optical rotation signs and HPLC retention times of compounds 3aa, 3ac, and 3ba synthesized here coincide with those reported by Shibashaki in ref 13. In that article, the stereochemistry of 3ac is reported as being R, probably because of a distraction in the application of the CIP rules. However, Shibashaki's product is described as being S in Scifinder.
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For a description of the general experimental methods, see the Supporting Information.
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