Highly efficient organic reactions "on Water", "in Water", and both

(Chemical Equation Presented) Wet, wet, wet: Hydrophobic aldehydes are cleanly oxidized upon stirring with water in air. Addition of hydrophobic isocyanides to aqueous suspensions of such aldehydes results in the formation of Passerini reaction products, with the aldehyde being the source of both carbonyl and ester functions. Partially watersoluble reagents reacted slower than water-insoluble ones. Isotope labeling studies show that water participates in these "on water" reactions. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.