93434-53-8Relevant articles and documents
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(II)- and (III)-mediated Free-radical Cyclisation of Alkenes, β-Keto Esters and Molecular Oxygen
Yamada, Takashi,Iwahara, Yoko,Nishino, Hiroshi,Kurosawa, Kazu
, p. 609 - 616 (2007/10/02)
The reactions of substituted ethenes with β-keto esters in the presence of a mixture of manganese(II) and manganese(III) acetates, and molecular oxygen yielded substituted 1,2-dioxan-3-ols 3 in 14-95percent yields.Cobalt(III) acetate, potassium permanganate, lead(IV) acetate, copper(II) acetate, chromium(VI) trioxide, thallium(III) acetate, ammonium cerium(IV) nitrate and iron(III) perchlorate were also used in place of manganese(III) acetate.Effects on the product yields of substituents in the alkenes and β-keto esters have been examined and reaction mechanisms are discussed.
Olefin Oxidation Initiated by a Ground-State Electron Acceptor
Peacock, Nancy J.,Schuster, Gary B.
, p. 3356 - 3358 (2007/10/02)
The reaction between 1,1-diphenylethylene (DPE) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (TCNQF4) in air-saturated acetic acid mimics the photochemical electron-transfer oxidation of this olefin.However, the mechanism of the photooxidation is apparently quite different from that observed for the TCNQF4-mediated reaction.In the latter case a peroxide-initiated free-radical oxidation occurs.