Abstract
The Passerini reaction between suitably protected alaninal, leucine isonitrile, and ornithine components delivered adducts 10a, b in high yield. Orthogonal N-deprotection of 10a led, via a smooth O- to N-acyl migration, to 11 , which constitutes the entire skeleton of the eurystatins. Subsequent deprotection, macrocyclization, elaboration, and final oxidation steps efficiently afforded eurystatin A 1a in high overall yield.
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