99865-14-2Relevant 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.
Catalytic ketyl-olefin cyclizations enabled by proton-coupled electron transfer
Tarantino, Kyle T.,Liu, Peng,Knowles, Robert R.
supporting information, p. 10022 - 10025 (2013/07/26)
Concerted proton-coupled electron transfer is a key mechanism of substrate activation in biological redox catalysis. However, its applications in organic synthesis remain largely unexplored. Herein, we report the development of a new catalytic protocol fo
Metal-free intramolecular carbonyl-olefin metathesis of ortho-prenylaryl ketones
Soicke, Arne,Slavov, Nikolay,Neud?rfl, J?rg-Martin,Schmalz, Hans-Günther
supporting information; scheme or table, p. 2487 - 2490 (2011/11/13)
On treatment with boron trifluoride etherate as a Lewis acid, acetophenone and benzophenone derivatives bearing a prenyl (or a related) side chain in ortho-position were shown to undergo intramolecular carbonyl-olefin metathesis, in the absence of any tra
Thiazol-2-ylidene catalysis in intramolecular crossed aldehyde-ketone benzoin reactions
Enders, Dieter,Niemeier, Oliver
, p. 2111 - 2114 (2007/10/03)
Intramolecular crossed aldehyde-ketone benzoin-type reactions catalyzed by nucleophilic carbenes, easily generated from commercially available thiazolium salts as precatalysts, are described. Five- and six-membered cyclic acyloins are obtained in moderate to good yields. Depending on the structure of the aldehyde-ketone substrate, an interchange of the alcohol and ketone function of the resulting acyloin is possible. Simple aldehyde-ketones are not good substrates due to the competing intermolecular reaction. Starting from biphenyl-2,2′-dicarbaldehyde, the intermediate acyloin is converted to 9,10-phenanthrenequinone by mild air oxidation.
