A General Approach to the Synthesis of β2??Amino Acid Derivatives via Highly Efficient Catalytic Asymmetric Hydrogenation of α??Aminomethylacrylates

…, J Song, L Qiu, M Prashad, FY Kwong

Index: Guo, Yujuan; Shao, Guang; Li, Lanning; Wu, Wenhao; Li, Ruihong; Li, Jingjing; Song, Jian; Qiu, Liqin; Prashad, Mahavir; Kwong, Fuk Yee Advanced Synthesis and Catalysis, 2010 , vol. 352, # 9 p. 1539 - 1553

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Citation Number: 20

Abstract

Abstract A new strategy was developed for the synthesis of a valuable class of α- aminomethylacrylates via the Baylis–Hillman reaction of different aldehydes with methyl acrylate followed by acetylation of the resulting allylic alcohols and SN 2′-type amination of the allylic acetates. Asymmetric hydrogenation of these diverse olefinic precursors using rhodium (Et-Duphos) catalysts provided the corresponding β 2-amino acid derivatives with ...