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Syntheses with Aliphatic Dialdehydes, XXXVIII. - Synthesis and Properties of Cycloalkylmalonaldehydes
Reichardt, Christian,Ferwanah, Abdel-Rahman,Pressler, Wilfried,Yun, Kyeong-Yeol
, p. 649 - 679 (2007/10/02)
Vilsmeier formylation of cycloalkyl-substituted enol ethers (7,14a - c,23) yields the cycloalkylmalonaldehydes 1 - 5 for the first time.In solution 1 - 5 exist in the (E)-s-(E) enol form as vinylogous carboxylic acids.The reaction of 1 - 5 with suitable electrophiles and nucleophiles leads to cycloalkyl-substituted open-chain (29,30), carbocyclic (31) as well as heterocyclic compounds (32-40) with peculiar properties due to the presence of the lipophilic cycloalkyl group.
