One-pot, two-step synthesis of unnatural α-amino acids involving the exhaustive aerobic oxidation of 1,2-diols

One-pot, two-step synthesis of unnatural α-amino acids involving the exhaustive aerobic oxidation of 1,2-diols
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非天然 α-氨基酸的一锅两步合成,涉及 1,2-二醇的彻底有氧氧化

DOI:
10.1039/c9cc07889d
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发表时间:
2019
影响因子:
4.9
通讯作者:
Yoshihiko Yamamoto
Yoshihiko Yamamoto
中科院分区:
化学2区
文献类型:
--
作者:
Haruki Inada;Keisuke Furukawa;Masatoshi Shibuya;Yoshihiko Yamamoto

文献摘要

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本文报道了去甲-AZADO催化的1,2-二醇完全好氧氧化为α-酮酸。以DL-2-苯甘氨酸为原料,将氧化与转氨作用相结合,一锅法合成了游离α-氨基酸。该方法能够快速灵活地制备各种有价值的非天然AAs,如荧光AAs,光活化AAs和用于生物正交反应的其他功能性AAs。
Herein, we report the nor-AZADO-catalyzed exhaustive aerobic oxidations of 1,2-diols to α-keto acids. Combining oxidation with transamination using DL-2-phenylglycine led to the synthesis of free α-amino acids (AAs) in one pot. This method enables the rapid and flexible preparation of a variety of valuable unnatural AAs, such as fluorescent AAs, photoactivatable AAs, and other functional AAs for bioorthogonal reactions.