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Photochemical 1,3‐Acyl Shifts in Natural Product Synthesis

Von Wiley-VCH zur Verfügung gestellt

Photochemical, sigmatropic 1,3-acyl shifts represent a powerful tool to construct quaternary carbon atoms and the backbones of complex natural products which cannot be constructed easily by conventional methods. The discussed applications of 1,3-acyl shifts in total syntheses highlight (i) the stereospecific reaction mechanism, (ii) the tolerance of versatile protecting groups, and (iii) their role in putative biosyntheses.


Abstract

Photochemical, sigmatropic 1,3-acyl shifts represent a powerful tool to construct quaternary carbon atoms and the backbones of complex natural products which cannot be constructed easily by conventional methods. This review highlights applications of 1,3-acyl shifts to elegant, partly biomimetic total syntheses of natural products by discussing the underlying photochemical equilibrium.

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