1982 年 102 巻 5 号 p. 401-427
The auther has developed numerous new reactions utilizing sulfur-containing leaving groups and attempted to use them for the synthesis of biologically active natural products. As shown in Chart 2, the mode of elimination of the sulfur-containing leaving groups is classified into two types. In the first half of this review, a type 2 reaction, in which 3-acyl-1, 3-thiazolidine-2-thione is used as Y-[○!S]and an amine as the nucleophile, is outlined. In the latter half, its application is described. It is concerned with the total synthesis of macrocyclic spermidine alkaloids (codonocarpine, (±)-lunarine, and (±)-lunaridine), the peptide synthesis, the total synthesis of parabactin, a spermidine-containing siderophore, the synthesis of new hypoxic cell sensitizers, FNT-1 and FNT-2, and a new design for chiral induction to the prochiral a cyclic molecules.