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Whereas aza-MBH-type product 3 was generated by the formation of a C-C bond at the α-position of aldehyde 1, for the reaction between two molecules of 1 in the presence of proline, the γ-position of 1 reacted as a nucleophilic carbon atom and [3+3] adducts were formed. This observation supports the proposed formation of an enamine from 1 with proline: B.-C. Hong, M.-F. Wu, H.-C. Tseng, J.-H. Liao, Org. Lett. 2006, 8, 2217;
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a) Whereas aza-MBH-type product 3 was generated by the formation of a C-C bond at the α-position of aldehyde 1, for the reaction between two molecules of 1 in the presence of proline, the γ-position of 1 reacted as a nucleophilic carbon atom and [3+3] adducts were formed. This observation supports the proposed formation of an enamine from 1 with proline: B.-C. Hong, M.-F. Wu, H.-C. Tseng, J.-H. Liao, Org. Lett. 2006, 8, 2217;
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1H NMR signals of 7 was observed with imidazole.
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1H NMR signals of 7 was observed with imidazole.
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0036134467
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