New syntheses of enantiopure 2-methyl isoserines

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• 作者：Avenoza ; Alberto ; Busto ; Jesú ; s H. ; Corzana ; Francisco ; Jimé ; nez-Osé ; s ; Gonzalo ; et. al.
• 刊名：Tetrahedron: Asymmetry
• 出版年：2004
• 出版时间：January 12, 2004
• 年：2004
• 卷：1
• 期：1
• 页码：131-137
• 全文大小：348 K

文摘

Herein we describe the synthesis of the two enantiomerically pure 3-amino-2-hydroxy-2-methylpropionic acids––(S)- and (R)-α-methyl isoserines––starting from the chiral diols (S)- and (R)-2,3-dihydroxy-N-methoxy-2,N-dimethylpropionamides, respectively, which were obtained by Sharpless asymmetric dihydroxylation (AD) of the olefin N-methoxy-2,N-dimethylacrylamide with AD-mix α or β as chiral catalytic ligands.