顶头孢菌素A和B的全合成及立体化学归属
Total Syntheses and Stereochemical Assignment of Acremolides A and B.
作者信息
Xiao Yi, Liu Junyang, Jiang Yangyang, Guo Yian, Ye Tao
机构信息
State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen 518055, China.
School of Pharmacy and Food Engineering, Wuyi University, Jiangmen 529020, China.
出版信息
Molecules. 2024 Jul 30;29(15):3599. doi: 10.3390/molecules29153599.
Abstract
The absolute stereochemical configurations of acremolides A and B were predicted by a biochemistry-based rule and unambiguously confirmed through their total syntheses. The features of the total syntheses include sequential Krische's Ir-catalyzed crotylation, Brown's borane-mediated crotylation, Mitsunobu esterification reaction, and cross-metathesis reaction. The efficient total synthesis enabled clear validation of the predicted stereochemistry for acremolides A and B.
摘要
通过基于生物化学的规则预测了阿克拉莫利德A和B的绝对立体化学构型，并通过它们的全合成得到了明确证实。全合成的特点包括依次进行的克里施的铱催化巴豆酰化反应、布朗的硼烷介导的巴豆酰化反应、光延酯化反应和交叉复分解反应。高效的全合成使得能够明确验证阿克拉莫利德A和B预测的立体化学。
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