DOSY-NMR experiments were used to characterize two structural isomers that have different shapes, but identical mass fragmentation patterns, from an organic mixture. It is shown that the spherical molecule diffuses faster than the ellipsoidal one. This distinct behaviour is tentatively explained in terms of microfriction effects from the solvent. Finally, to increase the resolution and efficiency of the 2D DOSY map construction, the data were treated with the regularized resolvent transform method. This method provides good separation for mildly overlapped peaks and requires fewer points than other classical DOSY processing methods.

International audienceRing rearrangement metathesis (RRM) strategies are proposed for the expeditious synthesis of the cores of naturally occurring cyclic polyethers of the dysiherbaine and acetogenin families, as well as a hybrid compound, from 8-oxabicyclo- [3.2.1]octenes

Strategy. -The expeditious and stereocontrolled preparation of the bicyclic cores of cyclic polyethers of the dysiherbaine and acetogenin families includes an unprecedented ring rearrangement metathesis, involving the pyran moiety of oxabicyclo[3.2.1]octenes. Thus, a stereospecific approach to adjacent bis-tetrahydrofurans is achieved in a few steps from olefins (oxabicyclooctenes (I) are accessible by a [5+2] cycloaddition of oxidopyrilium betaine to olefins). -(ESCAVABAJA, P.; VIALA, J.; COQUEREL*, Y.; RODRIGUEZ, J.; Adv. Synth. Catal. 354 (2012) 17, 3200-3204, http://dx.