非手性的2-吡啶酮和4-氨基吡啶作为不对称自催化的手性诱导剂，通过形成手性晶体来放大对映体过量。
Achiral 2-pyridone and 4-aminopyridine act as chiral inducers of asymmetric autocatalysis with amplification of enantiomeric excess via the formation of chiral crystals.
作者信息
Matsumoto Arimasa, Tateishi Daisuke, Nakajima Tsuyoshi, Kurosaki Shiori, Ogawa Tomohiro, Kawasaki Tsuneomi, Soai Kenso
机构信息
Department of Chemistry, Biology, and Environmental Science, Nara Women's University, Nara, Japan.
Department of Applied Chemistry, Tokyo University of Science, Tokyo, Japan.
出版信息
Chirality. 2024 Jan;36(1):e23617. doi: 10.1002/chir.23617. Epub 2023 Aug 24.
Enantiomorphous crystals of achiral 2-pyridone and 4-aminopyridine served as sources of chirality, to induce the asymmetric autocatalysis of 5-pyrimidyl alkanol during the asymmetric addition of diisopropylzinc to the corresponding pyrimidine-5-carbaldehyde, that is, the Soai reaction. Following a significant amplification of enantiomeric excess through asymmetric autocatalysis, highly enantioenriched 5-pyrimidyl alkanol could be synthesized with their corresponding absolute configurations to those of chiral crystals of 2-pyridone and 4-aminopyridine.
非手性的2-吡啶酮和4-氨基吡啶的对映体晶体作为手性源，在二异丙基锌不对称加成到相应的嘧啶-5-甲醛的过程中，诱导5-嘧啶基烷醇的不对称自催化反应，即Soai反应。通过不对称自催化显著放大对映体过量后，可以合成与2-吡啶酮和4-氨基吡啶的手性晶体具有相应绝对构型的高度对映体富集的5-嘧啶基烷醇。
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