135507-97-0Relevant academic research and scientific papers
Synthesis of β-acetoxy alcohols by PhI(OAc)2-mediated metal-free diastereoselective β-acetoxylation of alcohols
Zhao, Chun-Yang,Li, Liang-Gui,Liu, Qing-Rong,Pan, Cheng-Xue,Su, Gui-Fa,Mo, Dong-Liang
, p. 6795 - 6803 (2016/07/23)
β-Acetoxy alcohols can be synthesized in good yields with excellent diastereoselectivity from tertiary alcohols through PhI(OAc)2-mediated metal-free β-acetoxylation. Mechanistic studies showed that the β-acetoxylation process might undergo dehydration and sequential highly regioselective and diastereoseletive dioxygenation. Gram scale and diverse useful scaffolds could be prepared via this β-acetoxylation process.
Manganese(III)-Mediated Free-Radical Cyclization of Active Methylene Compounds, Alkenes and Molecular Oxygen. Syntheses of Sulfur- and Phosphorus-Containing 1,2-Dioxan-3-ols
Qian, Chang-Yi,Nishino, Hiroshi,Kurosawa, Kazu
, p. 209 - 216 (2007/10/02)
The reactions of β-keto sulfoxide, β-keto sulfones, or β-keto phosphinate with 1,1-disubstituted ethenes in the presence of manganese(III) acetate and molecular oxygen yielded 4-phenylsulfinyl-, 4-phenylsulfonyl-, or 4-phosphinoyl-1,2-dioxan-3-ols 3 in moderate-to-good yields. m-Chloroperbenzoic acid oxidation of 4-phenylsulfinyl-1,2-dioxan-3-ols gave the corresponding 4-phenylsulfonyl derivatives.The temperature dependence of the reactions was observed and the stereochemistry of the 1,2-dioxan-3-ols are discused.
Formation of 1,2-Dioxanes by the Use of Tris(2,4-pentanedionato)manganese(III) or Manganese(III) Acetate
Nishino, Hiroshi,Tategami, Shin-ichi,Yamada, Takashi,Korp, James D.,Kurosawa, Kazu
, p. 1800 - 1809 (2007/10/02)
The reactions of 1,1-diphenylethene, 1,1-bis(4-chlorophenyl)ethene, 1,1-bis(4-methoxyphenyl)ethene, 1,1-bis(4-methylphenyl)ethene, 1,1-bis(4-fluorophenyl)ethene, styrene, 1-octene, cyclohexene, and cyclooctene with tris(2,4-pentanedionato)manganese(III) () in acetic acid at room temperature give 4-acetyl-3-methyl-1,2-dioxan-3-ol in 8-92percent yields, together with 3-acetyl-4-hydroxy-3-hexene-2,5-dione.The similar reactions of 1,1-diphenylethene with 2,4-pentanedione, 3-methyl-2,4-pentanedione, 3-ethyl-2,4-pentanedione, 1-phenyl-1,3-butanedione, acetoacetanilide, and 1,3-cyclohexanedione in the presence of manganese(III) acetate also give the corresponding cyclic peroxide in good to moderate yields.The mechanisms of manganese(III)-induced 1,2-dioxane ring formation and concomitant radical side reaction are discussed.
