DOI: 10.1002/adsc.202300801 ISSN:
Synthetic Study on the Lycoricidine Alkaloids
Maxime Denis, Samuel Blais, Sylvain Canesi- General Chemistry
A stereoselective synthesis of isolycoricidine, a natural product belonging to the Amaryllidaceae alkaloids family was produced. In addition, a synthetic study on the main core of lycoricidine led to the formation of new analogues and an unreported diastereomer of dihydrolycoricidine. Our strategy was based on an oxidative phenol dearomatization, a stereoselective Heck process, a selective dihydroxylation on a dienone system, several stereoselective reductions, and an oxidative retro‐Michael procedure as an amine‐deprotecting group strategy. Furthermore, two steps highlight the usefulness of hypervalent iodines in total synthesis of natural products.