| Abstract
| - The novel synthetic method for dioxa-azawurtzitanes to selectively cap amino groups in aminoacids or peptides is described. Mixing the CH3CN solution of cis,cis-1,3,5-triformyl-1,3,5-trimethylcyclohexane (2) with the aqueous solution of the equimolar amounts of glycine and NaHCO3 yieldsglycine-containing dioxa-azawurtzitane 7-Na. Dioxa-azawurtzitane 7-Na almost quantitativelyisomerizes to lactone-imine 9-Na through the hydride-transfer rearrangement in CH3CN/H2O.Lactone-imine 9-Na also isomerizes to lactam-aldehyde 12-Na in DMSO.
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