Abstract:Here we interrogate the structurally dense (1.63 mcbits/Å<sup>3</sup>) GABA<sub>A</sub> receptor antagonist bilobalide, intermediates en route to its synthesis and related mechanistic questions. <sup>13</sup>C isotope labeling identified an unexpected bromine migration en route to an α-selective, catalytic asymmetric Reformatsky reaction, ruling out an asymmetric allylation pathway. Experiment and computation converge on the driving forces behind two surprising observations.… Show more
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