39491-69-5Relevant articles and documents
1-Methyl-1H-tetrazol-5-yl (MT) sulfones in the Julia-Kocienski olefination: Comparison with the PT and the TBT sulfones
Ando, Kaori,Kawano, Daiki,Takama, Daiki,Semii, Yutaka
, p. 1566 - 1569 (2019/05/22)
The stability and the stereoselectivity of newly prepared n-pentyl 1-methyl-1H-tetrazol-5-yl (MT) sulfone 1a in the Julia-Kocienski reactions were compared with those of the PT sulfone 1b and the TBT sulfone 1c. The improved stability of the anion derived from the n-pentyl MT sulfone 1a enhanced the efficiency of the olefination reactions and gave higher yields of the product alkenes 3 compared with the PT sulfone 1b. Especially high E-selectivity and high yields were obtained from the reaction with aromatic aldehydes and α,β-unsaturated aldehydes. The selectivity of 1a was not so sensitive to the change of base counter ion compared with the PT sulfone 1b. The reaction of the MT sulfones having either ethyl or a longer alkyl chain also gave E-alkenes selectively in high yields.
Base-dependent formation of cis and trans olefins and their application in the synthesis of 5-oxo-ETE receptor antagonists
Gore, Vivek,Chourey, Shishir,Ye, Qiuji,Patel, Pranav,Ouedraogo, Yannick,Gravel, Sylvie,Powell, William S.,Rokach, Joshua
, p. 3385 - 3388 (2014/07/22)
5-Oxo-ETE is the most potent eosinophil chemoattractant among lipid mediators. We have developed two 5-oxo-ETE receptor antagonists. In the course of the work, we have developed a procedure to selectively introduce a cis and trans double bond in an alkyl side chain. Reacting indolecarboxaldehydes with alkyl ylides using the Li base affords the trans olefins, whereas using the K base yields the cis olefins.
Oxidative cross-coupling of styrene and 1-hexene in acetoxylation reaction conditions
Grisha,De Vekki
experimental part, p. 1903 - 1908 (2012/03/12)
Reaction of heterogeneous-catalytic coupling of styrene and 1-hexene in glacial acetic acid was studied for the first time.