A transformation of cyclopropyl carbene: a highly enantioselective three-component reaction via trapping oxonium ylide by imine. Issue 22 (2nd June 2016)

• Record Type: Journal Article
• Authors: Li, Mingfeng; Zheng, Qing; Jin, Weifeng; Liu, Shunying; Hu, Wenhao
• Is Part Of: Tetrahedron. Volume 72:Issue 22(2016)
• Page Start: 2929
• Page End: 2934
• Publication Date: 2016-06-02
• Subjects: Three-component reaction -- Diazocyclopropane -- Metal carbene -- Oxonium ylide -- Asymmetric catalysis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.04.006
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A transformation of cyclopropyl carbene generated from 2-cyclopropyl-2-diazoacetate via oxonium ylide was found by trapping the resulting ylide with imine. The asymmetric three-component reaction of cycloproyl diazoacetates, benzenemethanols and imines afforded a rapid and efficient method to synthesize complex cyclopropane derivatives with excellent diastereoselectivity and enantioselectivity. Graphical abstract: A transformation of cyclopropyl carbene was discovered to promote a highly enantioselective three-component reaction via trapping oxonium ylide by imine.