Direct Asymmetric Mannich‐Type Reaction of α‐Isocyanoacetates with Ketimines using Cinchona Alkaloid/Copper(II) Catalysts |
| |
| Authors: | Masashi Hayashi Masaru Iwanaga Noriyuki Shiomi Dr Daisuke Nakane Prof?Dr Hideki Masuda Prof?Dr Shuichi Nakamura |
| |
| Institution: | Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa‐ku, Nagoya 466‐8555 (Japan) http://www.ach.nitech.ac.jp/～organic/nakamura/index.html |
| |
| Abstract: | The enantioselective direct Mannich‐type reaction of ketimines with α‐isocyanoacetates has been developed. Excellent yields and enantioselectivity were observed for the reaction of various ketimines and α‐isocyanoacetates using cinchona alkaloid/Cu(OTf)2 and a base. Both enantiomers of the products could be obtained by using pseudoenantiomeric chiral catalysts. This process offers an efficient route for the synthesis of α,β‐diamino acids. |
| |
| Keywords: | alkaloids asymmetric synthesis copper Lewis acid organocatalysis |
|
