RESUMEN
This study presents the development of a miniaturized device for supercritical fluid chromatography coupled with mass spectrometry. The chip-based, modular nanoSFC approach utilizes a particle-packed nanobore column embedded between two monolithically structured glass chips. A microtee in the pre-column section ensures picoliter sample loads onto the column, while a microcross chip structure fluidically controls the column backpressure. The restrictive emitter and the minimal post-column volume of 16 nL prevent mobile phase decompression and analyte dilution, maintaining chromatographic integrity during transfer to the atmospheric pressure MS interface. This facilitates high-speed chiral separations in less than 80 s with high reproducibility.
RESUMEN
The first highly enantioselective oxa-Piancatelli rearrangement has been developed. This process which is catalyzed by a chiral BINOL-derived phosphoric acid rearranges a wide range of furylcarbinols into densely substituted γ-hydroxy cyclopentenones in high yield with excellent diastereo- and enantioselectivities (up to 99 : 1 er). This reaction exhibits a high functional group tolerance and was applied to complex bioactive molecules as well. The products were further manipulated into value-added molecular scaffolds further highlighting their versatility and synthetic utility.