Abstract
This review summarized the strategy and use of allylic and pentadienyl dithiocarbamates in organic synthesis, and focuses on a new [3, 3] -sigmatropic rearrangement of the α-alkylated allylic dithiocarbamates to the γ-alkylated ones with 100 % trans-selectivity, which are followed by the realkylation, allylation, or functional group interconversion at the newly created a-methylene group. Thus, these reagents have a highly potential utility in the stereoselctive syntheses of monoenes, dienes, trienes, and tetraenes, and are also used for the preparation of allylic halides and alcohols, α, β-unsaturated aldehydes, vinyl thiiranes, acyclic terpenes, and a variety of silyl reagents.
