1380095-15-7Relevant articles and documents
Hydrogen-bond-mediated asymmetric cascade reaction of stable sulfur ylides with nitroolefins: Scope, application and mechanism
Lu, Liang-Qiu,Li, Fang,An, Jing,Cheng, Ying,Chen, Jia-Rong,Xiao, Wen-Jing
supporting information; experimental part, p. 4073 - 4079 (2012/05/20)
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. Controlled cascade: A hydrogen-bond-mediated asymmetric [4+1] annulation/rearrangement cascade of stable sulfur ylides and nitroolefins was developed (see scheme). This reaction provides a facile route to enantioenriched 4,5-substituted oxazolidinones. Stereocontrolled modes and a mechanism are proposed to explain the origin of the stereochemistry. Copyright