Affiliation:
1. Département de chimie Université du Québec à Montréal. Laboratoire de Méthodologie et Synthèse de Produits Naturels Montréal H3 C 3P8 Québec Canada
Abstract
AbstractA 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 analogues and a 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.