金属化亚甲胺叶立德在手性非天然α-氨基酸合成中的应用研究进展

doi:10.6023/cjoc201904060

摘要/Abstract

非天然α-氨基酸作为一类在合成与药物化学领域都有着广泛应用的化合物，发展其高效的合成方法一直以来都是有机化学界的研究热点.其中由原料来源丰富、价廉易得的亚胺酯原位制备的金属化亚甲胺叶立德，作为亲核试剂参与的不对称α-官能团化反应，已经成为构建非天然氨基酸衍生物的重要手段.在过去近20年中，金属路易斯酸催化的基于亚甲胺叶立德合成非天然氨基酸的报道不断涌现.根据亲电试剂种类划分，总结了近年来金属化亚甲胺叶立德在非天然氨基酸合成中的研究进展.

关键词: 亚甲胺叶立德, 不对称催化, 非天然α-氨基酸

The development of efficient methods for the preparation of unnatural amino acids has long been an important goal since their widely application in synthetic and medicinal chemistry. The asymmetric α-functionalization of nucleophilic metalated azomethine ylides, which could be in situ-generated from readily-available aldimine esters, has been recogonized as a powerful strategy to synthesize unnatural amino acids. Over the past 20 years, tranistion metal-catalyzed asymmetric construction of unnatural amino acids using azomethine ylides have been extensively studied. In this review, the progress on metallated azomethine ylides invovled aymmetric transformation for the synthesis of unnatural amino acids is summarized according to eletrophilic reagents.

Key words: azomethine ylide, asymmetric catalysis, unnatural α-amino acid

引用此文

卫亮, 肖露, 胡远征, 汪昨非, 陶海燕, 王春江. 金属化亚甲胺叶立德在手性非天然α-氨基酸合成中的应用研究进展[J]. 有机化学, 2019, 39(8): 2119-2130.

Wei Liang, Xiao Lu, Hu Yuanzheng, Wang Zuofei, Tao Haiyan, Wang Chunjiang. Recent Advances in Metallated Azomethine Ylides for the Synthesis of Chiral Unnatural α-Amino Acids[J]. Chin. J. Org. Chem., 2019, 39(8): 2119-2130.

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