Total Synthesis of the Antibiotic Kendomycin by Macrocyclization using Photo-Fries Rearrangement and Ring-Closing Metathesis

Magauer, Thomas; Martin, Harry J.; Mulzer, Johann.   

Angewandte Chemie, International Edition  (2009),  48(33),  6032-6036, S6032/1-S6032/132. 

Crossing swords: Two novel approaches to the antibiotic kendomycin are described. Salient features are complex Claisen-Ireland rearrangements and macrocyclizations by ring-closing metathesis (RCM) and a photo-Fries rearrangement (see retrosynthesis scheme).