Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, PR China.
Chemistry. 2012 Mar 26;18(13):4073-9. doi: 10.1002/chem.201104021. Epub 2012 Feb 23.
A hydrogen-bond-mediated asymmetric [4+1] annulation/rearrangement cascade of stable sulfur ylides and nitroolefins was developed. This reaction provides a facile route to enantioenriched 4,5-substituted oxazolidinones in moderate to excellent isolated yields (65-96 %) with excellent stereocontrol (up to more than 95:5 d.r. and 97:3 e.r.). This methodology was successfully applied to the concise synthesis of two bioactive molecules. The stereocontrolled modes and mechanism have been proposed to explain the origin of this stereochemistry.
发展了一种稳定的硫叶立德和硝基亚油酸的氢键介导的不对称 [4+1] 环化/重排级联反应。该反应为中等至优秀的分离收率（65-96%）提供了一种简便的途径，以获得对映体富集的 4,5-取代恶唑烷酮，具有出色的立体选择性（高达>95:5 d.r. 和 97:3 e.r.）。该方法已成功应用于两种生物活性分子的简洁合成。提出了立体控制模式和机制来解释这种立体化学的起源。
