Enantioselective synthesis of (S)- and (R)-α-methylserines: application to the synthesis of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylser

详细信息    查看全文

• 作者：Avenoza ; Alberto ; Cativiela ; Carlos ; Corzana ; Francisco ; Peregrina ; Jesú ; s M. ; Sucunza ; David ; et. al.
• 刊名：Tetrahedron: Asymmetry
• 出版年：2001
• 出版时间：April 17, 2001
• 年：2001
• 卷：12
• 期：6
• 页码：949-957
• 全文大小：162 K

文摘

This report describes the synthesis of enantiomerically pure (S)- and (R)-α-methylserines on a multigram scale, starting from the Weinreb amide of 2-methyl-2-propenoic acid and using a stereodivergent synthetic route that involves a Sharpless asymmetric dihydroxylation reaction. As a synthetic application of these quaternary α-amino acids, they were used as starting materials in the synthesis of the well-known valuable homochiral (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinal building blocks.