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Asymmetric Synthesis of Wieland–Miescher and Hajos–Parrish Ketones Catalyzed by an Amino-Acid-Derived Chiral Primary Amine

✍ Scribed by Zhou, Pengxin; Zhang, Long; Luo, Sanzhong; Cheng, Jin-Pei


Book ID
111860720
Publisher
American Chemical Society
Year
2012
Tongue
English
Weight
326 KB
Volume
77
Category
Article
ISSN
0022-3263

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Asymmetric synthesis of α-amino acids by
✍ Satoru Ikegami; Takashi Hayama; Tsutomu Katsuki; Masar-u Yamaguchi 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 260 KB

Highly diastereoselective alkylation (296% de) of a-lithiated N-[N'-bis(methylthio)---methyleneglycyl~-~-2,5-bis~methoxymethoxymethyl~pyrrolidine and subsequent hydrolysis gave a-amino acids of high optical purity. An unusual amino acid (2S,9\_S)-2-amino-8-oxo-9,10epoxydecanoic acid was synthesized