Abstract

A series of esters derived from syn- and anti-2-methyl-2-azabicyclo[2.2.2]octan-6-ols were synthesized and studied by NMR spectroscopy. The unambiguous assignment of all bicyclic proton and carbon resonances was achieved by the combined analysis of the COSY, 1H–13C correlation spectra and double resonance experiments (spin decoupling). The crystal structure of 6-anti-(2-chlorobenzoyloxy)-2-methyl-2-azabicyclo[2.2.2]octane hydrochloride, was determined by x-ray diffraction, which confirmed the configurational assignment. Copyright © 1999 John Wiley & Sons, Ltd.

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