アリルジチオカルバメートの [3, 3] -シグマトロピー転位を経由する有機合成
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概要
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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.
- 社団法人 有機合成化学協会の論文