A Novel Allylic Oxidation Using a Combination of Formic Acid and Selenium Dioxide

Use of CuO encapsulated in mesoporous silica SBA-15 as a recycled catalyst for allylic C–H bond oxidation of cyclic olefins at room temperature

“…8 The nature of the metal salt, perester oxidant, and reaction conditions including solvent and temperature are affected this reaction remarkably. [9][10][11][12][13][14][15][16][17] Allylic C-H bond oxidation have been studied by homogeneous catalysts such as selenium, [18][19][20][21][22][23][24] selenium dioxide, [18][19][20][21]23 diselenides 24 and pentauorobenzeneselenic acid [18][19][20][21][22][23][24] with different metals such as Hg(II), [25][26][27][28][29][30] Pd(II), [31][32][33][34][35][36][37] Pb(IV), 25 Cr(VI), 25,38,39 Co(III), 40,41 Co(II),…”

Synthesis of [D4]‐ and [D7]‐4β‐hydroxycholesterols for use in a novel drug–drug interaction assay

“…4 α ‐hydroxycholesterol 2 was required during the development of the LC‐ESI‐MS/MS method to ensure chromatographic resolution of 4 α ‐hydroxycholesterol 2 and 4 β ‐hydroxycholesterol for accurate quantification. Our initial plan was to synthesize [D 4 ]‐4 β ‐hydroxycholesterol [D 4 ]‐1 , [D 7 ]‐4 β ‐hydroxycholesterol [D 7 ]‐1 and unlabeled 4 α ‐hydroxycholesterol 2 following the procedure described in the literature by Shibuya . In this route, cholesteryl acetate was converted in several steps to a mixture containing largely 4 β ‐hydroxycholesterol 1 and a lesser amount of 4 α ‐hydroxycholesterol 2 (Scheme ).…”

An Efficient Enantioselective Synthesis of (−)-Galanthamine

“…Gratifyingly, treatment of olefin 12 with SeO 2 in dioxane at 150 °C in the presence of NaH 2 PO 4 and quartz sand in a sealed tube provided alcohol 5 in 57 % yield (64 % based on recovered starting material; dr 10:1) with 7 % recovered starting material 22. Other additives, such as HCO 2 H,23 InCl 3 , YbCl 3 and Na 2 HPO 4 , gave less of the desired product. Attempts to fully convert all the starting material by extending the reaction time or increasing the temperature resulted in more decomposition.…”