Recent Applications of Ammonium Ylide Based [2,3]-Sigmatropic and [1,2]-Stevens Rearrangements To Transform Amines into Natural Products

Ammonium ylide based [2,3]-sigmatropic and [1,2]-Stevens rearrangements enable the transformation of tertiary amines into rearranged and functionalized intermediates en route to many polycyclic natural product targets. Herein, we summarize recent applications of these rearrangement reactions in formal and total synthesis endeavors while highlighting innovative improvements to these transforms.

Automated summary

Ammonium ylide based [2,3]-sigmatropic and [1,2]-Stevens rearrangements are used to convert tertiary amines into rearranged and functionalized intermediates for the synthesis of polycyclic natural products. This review summarizes recent applications of these rearrangement reactions in formal and total synthesis and discusses innovative improvements to these transformations.