Synthesis of Unnatural α-Amino Acid Derivatives via Photoredox Activation of Inert C(sp3)–H Bonds,Organic Letters

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Synthesis of Unnatural α-Amino Acid Derivatives via Photoredox Activation of Inert C(sp3)–H Bonds
Organic Letters ( IF 4.9 ) Pub Date : 2022-06-24 , DOI: 10.1021/acs.orglett.2c01822
Florence Babawale ₁ , Kathiravan Murugesan ₁ , Rok Narobe ₁ , Burkhard König ₁

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The synthesis of unnatural, tertiary amino acids is a challenging task. While decarboxylation–radical addition has been an important strategy for their formation, the use of alkyl radicals from C(sp³)–H bonds has not been fully explored. Herein, we report a photocatalytic protocol for the synthesis of unnatural α-amino esters employing abundant alkanes and imines retaining full atom economy. When this method is applied, several amino acid derivatives are synthesized in moderate to good yields.

中文翻译：

惰性 C(sp3)-H 键的光氧化还原活化合成非天然 α-氨基酸衍生物

非天然三级氨基酸的合成是一项具有挑战性的任务。虽然脱羧-自由基加成一直是它们形成的重要策略，但尚未充分探索使用来自 C(sp ^{3 )-H 键的烷基自由基。}在此，我们报告了一种用于合成非天然 α-氨基酯的光催化方案，该方案使用丰富的烷烃和亚胺，保持全原子经济性。当应用这种方法时，可以以中等到高产率合成几种氨基酸衍生物。

更新日期：2022-06-24

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