由β-内酰胺合成2-恶唑烷酮：（-）-细胞恶唑酮及其所有立体异构体的立体专一性全合成。
Synthesis of 2-oxazolidinones from beta-lactams: stereospecific total synthesis of (-)-cytoxazone and all of its stereoisomers.
作者信息
Mishra Rajesh Kumar, Coates Cristina M, Revell Kevin D, Turos Edward
机构信息
Center for Molecular Diversity in Drug Design, Discovery, and Delivery, Department of Chemistry, University of South Florida, 4202 East Fowler Avenue, Tampa, Florida 33620, USA.
出版信息
Org Lett. 2007 Feb 15;9(4):575-8. doi: 10.1021/ol062752p.
The synthetic correlation between two different antibiotic frameworks, the beta-lactams and 2-oxazolidinones, is described for the first time. In this approach, 2-oxazolidinones are prepared in stereomerically pure form from 3-hydroxy beta-lactams by a ring-opening-cyclization isomerization process. Application of this methodology to the total synthesis of the cytokine modulator, (-)-cytoxazone, and its three stereoisomers is demonstrated. [reaction: see text].
首次描述了两种不同抗生素骨架β-内酰胺和2-恶唑烷酮之间的合成关联。在这种方法中，通过开环-环化异构化过程从3-羟基β-内酰胺制备立体纯形式的2-恶唑烷酮。证明了该方法在细胞因子调节剂（-）-细胞唑酮及其三种立体异构体的全合成中的应用。[反应：见正文]
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