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Stereoselective renal tubular secretion of quinidine and quinine

✍ Scribed by Notterman, Daniel A; Drayer, Dennis E; Metakis, Linda; Reidenberg, Marcus M


Book ID
109843972
Publisher
Nature Publishing Group
Year
1986
Tongue
English
Weight
388 KB
Volume
40
Category
Article
ISSN
0009-9236

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Quinine and quinidine were synthesized by a highly enantio-and stereoselective approach starting from a proline-catalyzed asymmetric cycloaldolization of benzyl bis(2-formylethyl)carbamate which gave a 70:30 mixture of (3R,4R)-N-Cbz-3-hydroxymethyl-4-hydroxypiperidine (96% ee) and its 4S-epimer (92%