A visible-light-promoted aerobic C–H/C–N cleavage cascade to isoxazolidine skeletons

Jin Xie, Qicai Xue, Hongming Jin, Huamin Li, Yixiang Cheng, Chengjian Zhu

Chemical Science · 2013 · 108 citations · 40 references

Concepts

Abstract

The bicyclic isoxazolidine scaffolds are the ubiquitously recurring motifs in alkaloids. Despite of their facile biosynthesises in nature, the laboratory synthesis of these derivatives is still complicated. In this paper, the isoxazolidine derivatives are concisely constructed in one process with excellent stereoselectivity from simple tertiary amines through a C–H activation-retro-aza-Michael-oxidation-cyclization tandem sequence by means of visible-light. This protocol provides a concise approach to dactylicapnosinine derivatives.

References

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