European Journal of Organic Chemistry

Starting from per-substituted 3-amino-4-nitrothiophenes with a 2-chloro- and a 5-vinylsulfanyl substituent the formation of vinyl-S-oxides and subsequent substitution against nucleophiles is reported. Additionally, dehalogenation of the formed halothiophenes is possible with three different methods, which lead to selective dehalogenation at the 2, 5 or 2 and 5 position.

Chirality transfer from the cholestanic backbone of bile acid derivatives to the flexible 2,2′-binaphthyl-1,1′-diylphosphite moiety was obtained in the synthesis of three different phosphite ligands.

Because of facile acyl migrations, the synthesis of enantiopure 1(or 3)-acyl-sn-glycerols is much more difficult than their seemingly very simple structures may imply. Even assessment of their optical purity is a difficult task because of the lack of a feasible means of analysis. Now, new findings have changed everything.

Ynol ethers can be directly obtained under mild conditions by reaction of KOR with β-substituted 2(-p-tolylsulfonyl)acetylenes. Only arylacetylenes (with KOtBu) and TIPS-acetylenes provide good yields of alkyl ethynyl ethers

Propargylallenes offer varied reactivity patterns arising from the presence of two different multiple bond linkages, either separately or in concert. We review their syntheses, structures, rearrangement mechanisms and synthetic utility, together with their behaviour on treatment with transition-metal reagents such as gold(I), silver(I), platinum metals or metal carbonyls.