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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
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