1455-90-9Relevant academic research and scientific papers
Modified Julia Olefination on Anhydrides: Extension and Limitations. Application to the Synthesis of Maculalactone B
Dussart, Nicolas,Trinh, Huu Vinh,Gueyrard, David
supporting information, p. 4790 - 4793 (2016/10/14)
The preparation of exo-enol esters from cyclic anhydrides is reported using a modified Julia olefination. The reaction is highly stereoselective. The Smiles rearrangement can be performed in a one-pot process, giving a straightforward access to exo-enol lactones. Furthermore, the reaction was extended to semistabilized sulfones, and this methodology was applied to the synthesis of maculalactone B.
Tetrazoles. XXXI. Phase-Transfer Reactions of 1-Substituted Tetrazole-5-thiones and Their Derivatives
Gol'tsberg,Koldobskii
, p. 1194 - 1201 (2007/10/03)
Alkylation of 1-substituted tetrazole-5-thiones under conditions of phase-transfer catalysis in the two-phase system liquid-liquid proceeds regioselectively at the sulfur atom, regardless of the alkylating agent and phase-transfer catalyst. Phase-transfer oxidation of the 5-alkylthiotetrazoles thus obtained by potassium permanganate is a convenient method for preparation of 5-alkylsulfonyltetrazoles which can be used to synthesize functionally substituted tetrazoles.
