Abstract

While the absolute configuration of a Mosher ester derivative (MTPAOR) is identical with that of the Mosher acid (MTPAOH) precursor, it is opposite that of the Mosher acid chloride (MTPA-Cl). Since (R)-MTPA-Cl and (S)-MTPA-Cl are now commercially available, incorrect conclusions may be drawn in deriving the absolute configuration, if this fact is overlooked. The absolute configuration of (−)-vasicinone (1) derived by Mosher ester analysis has been revised as 3S. Mosher ester analysis of (−)-vasicine (2) confirmed a 3S configuration for this alkloid.

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