59345-42-5Relevant academic research and scientific papers
Visible-Light-Promoted Metal-Free Aerobic Oxidation of Primary Amines to Acids and Lactones
Cheng, Xiaokai,Yang, Bo,Hu, Xingen,Xu, Qing,Lu, Zhan
, p. 17566 - 17570 (2016/11/29)
A unique metal-free aerobic oxidation of primary amines via visible light photocatalytic double carbon–carbon bonds cleavage and multi carbon–hydrogen bonds oxidation was observed. Aerobic oxidation of primary amines could be controlled to afford acids by using dioxane with 18 W CFL, and lactones by using DMF with 8 W green LEDs, respectively. A plausible mechanism was proposed based on control experiments. This observation showed direct evidences for the fragmentation in the aerobic oxidation of aliphatic primary amines.
Ru-catalyzed asymmetric hydrogenation of δ-keto Weinreb amides: Enantioselective synthesis of (+)-Centrolobine
Zhao, Mengmeng,Lu, Bin,Ding, Guangni,Ren, Kai,Xie, Xiaomin,Zhang, Zhaoguo
, p. 2723 - 2730 (2016/03/05)
An efficient asymmetric hydrogenation of δ-keto Weinreb amides catalyzed by a Ru-Xyl-SunPhos-Daipen bifunctional catalyst has been achieved. This method afforded a series of enantio-enriched δ-hydroxy Weinreb amides in good yields (up to 93%) and enantioselectivities (up to 99%). This protocol was successfully applied to the synthesis of the key intermediate of (+)-Centrolobine.
Synthesis of γ-, δ-, and ε-lactams by asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)iminoesters
Guijarro, David,Pablo, Oscar,Yus, Miguel
, p. 3647 - 3654 (2013/05/22)
Highly enantiomerically enriched γ- and δ-lactams have been prepared by a simple and very efficient procedure that involves the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)iminoesters followed by desulfinylation of the nitrogen atom and spo
Hypervalent iodine-catalyzed oxylactonization of ketocarboxylic acids to ketolactones
Uyanik, Muhammet,Yasui, Takeshi,Ishihara, Kazuaki
supporting information; experimental part, p. 3848 - 3851 (2010/03/03)
The hypervalent iodine-catalyzed oxylactonization of ketocarboxylic acids to ketolactones was achieved in the presence of iodobenzene (10 mol %), p-toluenesulfonic acid monohydrate (20 mol %) and meta-chloroperbenzoic acid as a stoichiometric co-oxidant.
Fjord Region 3,4-Diol 1,2-Epoxides and Other Derivatives in the 1,2,3,4- and 5,6,7,8-Benzo Rings of the Carcinogen Benzochrysene
Utermoehlen, Clifford M.,Singh, Mahatam,Lehr, Roland E.
, p. 5574 - 5582 (2007/10/02)
Dihydrodiol and diol epoxide derivatives of the carcinogen benzochrysene (BgCh) have been prepared to probe structural factors involved in the carcinogenesis and mutagenesis of polycyclic aromatic hydrocarbons.Preparation of 1,2-dihydrobenzochrysen-4(3H)-one (6) and 7,8-dihydrobenzochrysen-5(6H)-one (11), ketones suitable for further elaboration to potential metabolites of benzochrysene in the 1,2,3,4- and 5,6,7,8-benzo rings, respectively, was achieved through two cyclization steps.Photochemical closure of 2-(1- or 2-naphthyl)styrene derivatives 4 and 9 aff orded chrysene and benzophenanthrene ring systems with a butyric ester/acid side chain poised for a second ring closure (acid-catalyzed) to the desired ketones.Preparation of pure BgCh 3,4-diol 1,2-epoxides 23 and 24 from the dihydrodiol diester 14 by conversion to separable trans bromohydrins, cyclization to the epoxides, and hydrolysis of the acetates was found to be more successful than preparation from the dihydrodiol 15.
