The chemistry of bicyclic bisureas. 4. Reduction of bicyclic bisureas and their O-alkyl derivatives
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When LiAlH4, is allowed to react with unsubstituted, di-, and tetra-N-alkylated bicyclic bisureas (BBU) of the octane and nonane series, reduction takes place only in the case of tetra-N-alkyl BBU, reduction of one or both carbonyl groups taking place according to the structure of the BBU.
Reaction of non-N-alkylated O-alkyl BBU with nucleophilic reagents results in deprotonation with the formation of bicyclic isoureas.
KeywordsCarbonyl Carbonyl Group Octane Nonane LiAlH4
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