Design and Synthesis of Novel C2-Symmetric Chiral Piperazines and an Application to Asymmetric Acylation of σ-Symmetric 1,2-Diols
Design and Synthesis of Novel C2-Symmetric Chiral Piperazines and an Application to Asymmetric Acylation of σ-Symmetric 1,2-Diols
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DOI：
10.1021/ol0626387
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发表时间：
2006-11
期刊：
影响因子：
5.2
通讯作者：
Daisuke Nakamura;K. Kakiuchi;and Kenji Koga;R. Shirai
中科院分区：
文献类型：
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作者：
Daisuke Nakamura;K. Kakiuchi;and Kenji Koga;R. Shirai
以l-脯氨酸为原料，设计并合成了一种新型脂环族手性C2对称哌嗪，(S,S)-7。用催化量的 (S,S)-7 和 CuCl2 对一系列环状和无环内消旋 1,2-二醇进行苯甲酰化，得到具有高对映选择性的光学活性单苯甲酸酯。
A novel alicyclic chiral C2-symmetric piperazine, (S,S)-7, is designed and synthesized from l-proline. Benzoylation of a series of cyclic and acyclic meso-1,2-diols with a catalytic amount of (S,S)-7 and CuCl2 provided optically active monobenzoates with high enantioselectivity.