Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan.
Chemistry. 2010 Apr 6;16(13):3970-82. doi: 10.1002/chem.200903512.
Electrochemical oxidation of alpha-allylated and alpha-benzylated N-acylated cyclic amines by using a graphite anode easily affords the corresponding alpha-methoxylated products with up to 76 % yield. Ease of oxidation was affected by the type of electrode, the size of cyclic amine, and the nature of the protecting group. This method was successfully applied to the synthesis of optically active N-acylated alpha-alkyl-alpha-amino acid esters with up to 99 % ee.
使用石墨阳极电化学氧化α-烯丙基和α-苄基取代的 N-酰化环状胺，可轻松获得高达 76%收率的相应α-甲氧基化产物。氧化的容易程度受电极类型、环状胺的大小以及保护基团的性质的影响。该方法成功地应用于光学活性 N-酰化α-烷基-α-氨基酸酯的合成，ee 值高达 99%。
