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The reaction of 1- (1) and 2-adamantyl malonaldehyde (2) with suitable electrophiles and nucleophiles yields adainantyl-substituted open-chain (3-5), carbocyclic (6) as well as heterocyclic compounds (7-19) with peculiar properties due to the presence of the lipophilic adamantyl group. The tetrazolo[1,5-a]pyrimidine (16) exhibits a solvent-dependent tetrazolo-azido valence isomerization reaction.

zeitschrift für naturforschung b

Synthesen mit aliphatischen Dialdehyden, XXXV. Synthesen mit 1- und 2-Adamantylmalonaldehyd/ Syntheses with Aliphatic Dialdehydes, XXXV. Syntheses with 1- and 2-Adamantyl Malonaldehyde