Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1300503 | Coordination Chemistry Reviews | 2012 | 15 Pages |
This review focuses on recent progress in organocatalytic and metal-mediated asymmetric [3 + 2] cycloadditions, including ‘click’ chemistry, asymmetric 1,3-dipolar and asymmetric non-1,3-dipolar [3 + 2] cycloadditions. The theoretical aspects and synthetic applications of these organocatalytic and metal-mediated asymmetric [3 + 2] cycloadditions are summarized. In addition, an understanding of the mechanistic details which lead to efficient stereoselectivity in organocatalytic and metal-mediated asymmetric [3 + 2] cycloadditions is provided. Most of the references reviewed in this paper are from 2007 upto now.
► 1,3-Dipolar reactions subject to both concerted reaction mechanism and the stepwise mechanism. ► Click chemistry is not a concerted 1,3-dipolar cycloaddition but a stepwise copper(I)-catalyzed process. ► Theoretical aspects and synthetic applications of these organocatalytic and metal-mediated asymmetric [3 + 2] cycloadditions are summarized. ► FMO theory to the reactivity of concerted 1,3-dipolar cycloadditions is reviewed.