Asymmetric Hydrogenation of Isoquinolinium Salts Catalyzed by Chiral Iridium Complexes: Direct Synthesis for Optically Active 1, 2, 3, 4‐Tetrahydroisoquinolines1. Issue 7 (9th January 2013)

• Record Type: Journal Article
• Authors: Iimuro, Atsuhiro; Yamaji, Kenta; Kandula, Sathaiah; Nagano, Takuto; Kita, Yusuke; Mashima, Kazushi
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 7(2013)
• Page Start: 2046
• Page End: 2050
• Publication Date: 2013-01-09
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201207748
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>The salt makes the difference</bold>: In the presence of a chiral iridium catalyst, 1‐ and 3‐substituted as well as 1, 3‐disubstituted isoquinolinium salts can be hydrogenated, giving the corresponding 1, 2, 3, 4‐tetrahydroisoquinolines in high enantiomeric excess after a basic workup (see scheme). This protocol is applicable to the synthesis of the prescription drug solifenacin.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg1v4b0s9t" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>