Amine Additives Greatly Expand the Scope of Asymmetric Hydrosilylation of Imines

✍ Scribed by Xavier Verdaguer; Udo E. W. Lange; Stephen L. Buchwald

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 134 KB
• Volume: 37
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/(sici)1521-3773(19980504)37:8<1103::aid-anie1103>3.0.co;2-m

✦ Synopsis

Slow addition of a primary amine to the reaction mixture greatly increases the scope of the titanium-catalyzed asymmetric reduction of imines 1. An important added feature of this method is that chiral secondary amines 2 can be obtained in much higher optical purity (up to 99 % ee) than would be predicted from the E:Z ratios of the starting imines 1.