10198-27-3Relevant academic research and scientific papers
A green and selective reduction of aldehydes
Bryson,Jennings,Gibson
, p. 3523 - 3526 (2000)
Aldehydes are reduced to alcohols with sodium formate in subcritical water at temperatures and pressures below those required to reduce cyclic ketones. Acyclic ketones afford only minor amounts of alcohol with sodium formate even under more forcing conditions. (C) 2000 Elsevier Science Ltd.
Chemoselective reduction of aldehydes in the presence of ketones utilizing Raney nickel
Barrero, Alejandro F.,Alvarez-Manzaneda,Chahboun, Rachid,Meneses
, p. 197 - 200 (2000)
Raney nickel is an effective reagent to achieve the chemoselective reduction of aldehydes in the presence of ketones, which takes place in high yield. Only highly hindered aldehydes do not undergo reduction.
15-Ph3Ge and 1,6-Bu3Sn group transfer from enoxy oxygen to alkoxy oxygen
Kim, Sunggak,Do, Jung Yun,Lim, Kwang Min
, p. 669 - 670 (1996)
1,5-Ph3Ge and 1,6-Bu3Sn group transfer from enoxy oxygen to alkoxy oxygen are observed in radical reaction of keto epoxides and keto oxetancs, respectively.
Alkylation of carbonyl compounds in the TiCl4-promoted reaction of trimethylsilyl enol ethers with ethylene oxide
Lali?,Petrovski,Galoni?,Matovi?,Sai?i?
, p. 763 - 766 (2000)
Titanium tetrachloride promoted reaction of trimethylsilyl enol ethers with ethylene oxide affords homoaldol type products in moderate/good yields. The reaction is believed to proceed via the titanium enolates. (C) 2000 Elsevier Science Ltd.
Photocatalytic Aerobic Oxidative Ring Expansion of Cyclic Ketones to Macrolactones by Cerium and Cyanoanthracene Catalysis
Du, Jianbo,Yang, Xiaokun,Wang, Xin,An, Qing,He, Xu,Pan, Hui,Zuo, Zhiwei
supporting information, p. 5370 - 5376 (2021/02/05)
We describe a cerium-catalyzed aerobic oxidative ring expansion for the expedient construction of synthetically challenging macrolactones under visible-light conditions. Cyanoanthracene has been employed as co-catalyst to accelerate the turnover of the cerium cycle leading to a fast conversion within 20 min of irradiation. Taking advantage of the high efficiency and operationally simple conditions, a collection of over 100 macrolactones equipped with ring systems ranging from 9- to 19-membered macrocycles have been prepared from simple building blocks. Moreover, the enabling potential of this strategy to simplify the generation of molecular complexity has been demonstrated through the concise synthesis of sonnerlactone.
Cascade radical-mediated cyclisations with conjugated ynone electrophores. An approach to the synthesis of steroids and other novel ring-fused polycyclic carbocycles
Pattenden, Gerald,Stoker, Davey A.,Thomson, Nicholas M.
, p. 1776 - 1788 (2008/02/10)
A cascade radical-mediated Diels-Alder reaction with the iododienynone 16b produced the tricyclic ketone 17 (22%). By contrast, treatment of the substituted furans 36 and 47 with Bu3SnH-AIBN, instead led to the tetracycles 44 and 58 respectivel
ENAMINE CHEMISTRY XX. SYNTHESIS OF FURAN DERIVATIVES BY REDUCTIVE CYCLISATION OF ENAMINES
Carlsson, S.,El-Barbary, A. A.,Lawesson, S.-O.
, p. 643 - 650 (2007/10/02)
Enamines, I, prepared from cyclohexanones or cyclopentanones and pyrrolidine are alkylated with 2-bromoesters (ethyl 2-bromoethanoate, ethyl 2-bromopropanoate, methyl 2-bromopropanoate) to give new enamines, II, which after treatment with LiAlH4 undergo reductive cyclisation reactions giving the furan derivatives, III (7a-pyrrolidino-octahydrobenzofurans, 6a-pyrrolidino-hexahydrocyclopentafurans) in almost quantitative yields.The compounds III are hydrolyzed with hydrochloric acid to octahydrobenzofuran-7a-ols or hexahydrocyclopentafuran-6a-ols, IV.Elimination of pyrrolidine from III with oxalic acid in anhydrous dioxane yields condensed dihydrofurans, V.
