H. Brunner, Jürgen Bügler, B. Nuber
Jul 1, 1995
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Tetrahedron-asymmetry
Abstract
Abstract Cinchonine and quinine were allowed to react with hydrazoic acid in a Mitsunobu reaction to yield the corresponding azides with inversion of configuration at C9. In situ reduction of these azides provided 9-amino(9-deoxy)epicinchonine and 9-amino(9-deoxy)epiquinine, respectively. The structures were confirmed by CD-spectroscopy and X-ray crystallography.