We describe a practical synthesis of protected (3S,6R)-6-hydroxy-cyclolysine derivatives starting from cyclic L-lysine. Evaluation of the electrochemical oxidation of various protected amino-caprolactams allowed a regioselective electromethoxylation at the α-position to the lactam nitrogen. Formation of the corresponding enamide by elimination of methanol followed by a diastereoselective dihydroxylation, diacetylation and subsequent regioselective reduction afford the orthogonally protected (3S,6R)-3-amino-6-hydroxy-azepan-2-one.

中文翻译：

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面向核心 3-Amino-6-Hydroxyazepan-2-one 的基于电氧化的策略

我们描述了从环状 L-赖氨酸开始的受保护 (3S,6R)-6-羟基-环赖氨酸衍生物的实际合成。对各种受保护的氨基己内酰胺的电化学氧化的评估允许在内酰胺氮的 α 位进行区域选择性电甲氧基化。通过消除甲醇形成相应的烯酰胺，然后进行非对映选择性二羟基化、二乙酰化和随后的区域选择性还原，得到正交保护的 (3S,6R)-3-amino-6-hydroxy-azepan-2-one。