Ru-TsDPEN with Formic Acid/Hünig’s Base for Asymmetric Transfer Hydrogenation, a Practical Synthesis of Optically Enriched N-Propyl Pantolactam

The Noyori−Ikariya catalysts, Ru-TsDPEN 1 or 2, in combination with HCOOH/Hünig’s base (5:2) have been successfully utilized for catalytic asymmetric transfer hydrogenation of α-ketopantolactam, and optically enriched N-substituted pantolactam was prepared (S/C = 500, up to 95% ee and 99% conversio...

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Bibliographic Details
Published in:Journal of organic chemistry 2009-02, Vol.74 (3), p.1411-1414
Main Authors: Zhang, Ji, Blazecka, Peter G, Bruendl, Michelle M, Huang, Yun
Format: Article
Language:English
Online Access:Get full text
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Summary:The Noyori−Ikariya catalysts, Ru-TsDPEN 1 or 2, in combination with HCOOH/Hünig’s base (5:2) have been successfully utilized for catalytic asymmetric transfer hydrogenation of α-ketopantolactam, and optically enriched N-substituted pantolactam was prepared (S/C = 500, up to 95% ee and 99% conversion in HCOOH/Hünig’s base condition). More than 2 kg of this key intermediate 9 has been synthesized efficiently with excellent chemical yield and chiral purity.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo802380j