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Structure Reassignment of Laurefurenynes A and B by Computation and Total Synthesis
The originally assigned stereostructures of laurefurenynes A and B have been reassigned on the basis of DFT calculations of NMR chemical shifts, synthesis of model compounds and total synthesis of
Clarification of the stereochemical course of nucleophilic substitution of arylsulfonate-based nucleophile assisting leaving groups.
TLDR
Any observed retention of configuration in a given alkyl sulfonate substrate under these conditions is likely due to neighboring group participation or diastereoselective attack on a carbocation (or ion pair) rather than an S(N)i mechanism.
The whole spectrum
It’s pleasing to write an editorial on something that should resonate with everyone, whether scientist or saxophonist, technician or trapeze artist: spectroscopy. Those in the know will already