Synthesis of Natural Lentiginosine Employing a Cyclic Imide with C2-Symmetry Derived from L-Tartaric Acid

Article abstract of DOI:10.1016/S0957-4166(00)80340-7

The first efficient and simple process is described for the synthesis of a new (1S,2S,8aS)-1,2-dihydroxyindolizidine alkaloid, lentiginosine.The synthetic strategy is based on asymmetric deoxygenation of the quarternary α-hydroxy lactam prepared from a C<