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Synthesis and structural study of esters derived from 2-methyl-2-azabicyclo[2.2.2]octan-6-syn(anti)-ols by NMR spectroscopy and x-ray crystallography

✍ Scribed by M. J. Fernández; R. Huertas; M. S. Toledano; E. Gálvez; F. H. Cano; I. Fonseca; J. Sanz-Aparicio

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
102 KB
Volume
12
Category
Article
ISSN
0894-3230

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✦ Synopsis

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, 1 H-13 C 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.

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