Catalytic Asymmetric Construction of Quaternary α‐Amino Acid Containing Pyrrolidines through 1,3‐Dipolar Cycloaddition of Azomethine Ylides to α‐Aminoacrylates |
| |
Authors: | Zheng Wang Shuai Luo Dr. Shoude Zhang Wu‐Lin Yang Yang‐Zi Liu Prof. Dr. Honglin Li Prof. Dr. Xiaoyan Luo Prof. Dr. Wei‐Ping Deng |
| |
Affiliation: | Shanghai Key Laboratory of New Drug Design and School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237 (P.R. China), Fax: (+86)?21‐64252431 |
| |
Abstract: | The first catalytic enantioselective 1,3‐dipolar cycloaddition of azomethine ylides to α‐aminoacrylate catalyzed by a AgOAc/ferrocenyl oxazolinylphosphine (FOXAP) system was developed, which exhibits excellent exo‐ and enantioselectivity (92–99 % ee). This process provides efficient access to useful 4‐aminopyrrolidine‐2,4‐dicarboxylic acid (APDC)‐like compounds containing a unique quaternary α‐amino acid unit. |
| |
Keywords: | α ‐amino acids asymmetric catalysis azomethine ylides cycloaddition silver |
|