ENANTIOSELECTIVE CATALYSIS .98. PREPARATION OF 9-AMINO(9-DEOXY)CINCHONA ALKALOIDS

BRUNNER, H and BUGLER, J and NUBER, B (1995) ENANTIOSELECTIVE CATALYSIS .98. PREPARATION OF 9-AMINO(9-DEOXY)CINCHONA ALKALOIDS. TETRAHEDRON-ASYMMETRY, 6 (7). pp. 1699-1702. ISSN 0957-4166,

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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.

Item Type: Article
Uncontrolled Keywords: ASYMMETRIC DIHYDROXYLATION; AMINES;
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:37
URI: https://pred.uni-regensburg.de/id/eprint/52476

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