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- Title
Direct Asymmetric Mannich-Type Reaction of α-Isocyanoacetates with Ketimines using Cinchona Alkaloid/Copper(II) Catalysts.
- Authors
Hayashi, Masashi; Iwanaga, Masaru; Shiomi, Noriyuki; Nakane, Daisuke; Masuda, Hideki; Nakamura, Shuichi
- 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.
- Subjects
MANNICH reaction; IMINE synthesis; ENANTIOSELECTIVE catalysis; CINCHONA alkaloids; DIAMINO amino acids
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 32, p8411
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201404629