ZFIN Image: Unnikrishnan et al., 2024, Fig. 1

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Figure Caption

Fig. 1 Alkenes as a transition-metal-mediated activating group. (a) (i) Allyl carbamate is a well-studied substrate with palladium (Pd) or ruthenium (Ru) as the catalyst. The activated alkene is attacked by an external nucleophile to eliminate a free amine. (ii) Pentenoic sec-amides are shown to form stable cyclized products with Ru photocatalysis. (b) Possibilities for an amide bond cleavage reaction via cyclization mechanism. The imine intermediate can be hydrolyzed after cyclization. Addition of a leaving group at the allyl position allows dual release of substrates possibly via β-elimination. (c) Design elements involved in the dual release strategy.

Acknowledgments

This image is the copyrighted work of the attributed author or publisher, and ZFIN has permission only to display this image to its users. Additional permissions should be obtained from the applicable author or publisher of the image. Full text @ J. Am. Chem. Soc.