684276-56-0Relevant academic research and scientific papers
A highly active 4-siloxyproline catalyst for asymmetric synthesis
Hayashi, Yujiro,Yamaguchi, Junichiro,Hibino, Kazuhiko,Sumiya, Tatsunobu,Urushima, Tatsuya,Shoji, Mitsuru,Hashizume, Daisuke,Koshino, Hiroyuki
, p. 1435 - 1439 (2004)
trans-4-tert-Butyldimethylsiloxy-L-proline displays a greater catalytic activity than the parent proline without compromising the enantioselectivity, which widens the substrate scope in the α-aminoxylation of carbonyl compounds, as well as O-nitrosoaldol/
Process Catalyst Mass Efficiency by Using Proline Tetrazole Column-Flow System
Nakashima, Erika,Yamamoto, Hisashi
supporting information, p. 1076 - 1079 (2018/02/06)
Generally, organocatalysts are not decomposed during chemical transformation, which is different from traditional metal catalysts. To improve catalytic processes efficiency, various studies have been applied to flow synthesis for organocatalysis. Furtherm
Self-assembly of an organocatalyst for the enantioselective synthesis of Michael adducts and α-aminoxy alcohols in a nonpolar medium
Basceken, Sinan
, p. 1218 - 1224 (2013/10/22)
A proline-thiourea host-guest complex is described as a self-assembled organocatalyst for the enantioselective Michael addition of aldehydes to nitroolefins and for the asymmetric α-aminoxylation of both aldehydes and ketones. The Michael adducts were obt
Ionic-liquid tagged prolines as recyclable organocatalysts for enantioselective α-aminoxylations of carbonyl compounds
Khan, Sadaf Sadiq,Shah, Jabbar,Liebscher, Jürgen
experimental part, p. 1812 - 1820 (2011/04/18)
With the aim of improving catalytic performance and recyclability various ionic-liquid-tagged organocatalysts (ILTOCs) based on (S)-proline as organocatalysts and triazolium or guanidinium salts as ionic liquid tags were applied in the asymmetric α-aminox
Highly enantioselective α-aminoxylation reactions catalyzed by isosteviol-proline conjugates in buffered aqueous media
An, Ya-Jie,Wang, Chuan-Chuan,Xu, Yuan-Zhen,Wang, Wei-Juan,Tao, Jing-Chao
experimental part, p. 1123 - 1129 (2012/06/18)
Chiral amphiphilic conjugate catalysts were designed and synthesized by covalently connecting l-proline with an inexpensive natural product, isosteviol. These catalysts demonstrated remarkable efficiency in the asymmetric α-aminoxylation of aldehydes and
Enantioselective nitroso aldol reaction catalyzed by quinoxp *silver(I) complex and tin methoxide
Yanagisawa, Akira,Takeshita, Satoshi,Izumi, Youhei,Yoshida, Kazuhiro
supporting information; experimental part, p. 5328 - 5329 (2010/06/19)
A catalytic enantioselective O-nitroso aldol reaction of alkenyl trichloroacetates with nitrosoarenes was achieved using the (R,R)-t-Bu- QuinoxP*AgOAc complex as the chiral catalyst and Bu2Sn(OMe) 2 as the achiral cocatalyst in the presence of methanol. Optically active ?-aminooxy ketones with up to 99% ee were regioselectively obtained in high yields from various alkenyl trichloroacetates of cyclic ketones.
Nonlinear effects in asymmetric amino acid catalysis by multiple interconnected stereoselective catalytic networks
Rios, Ramon,Schyman, Patric,Sunden, Henrik,Zhao, Gui-Ling,Ullah, Farman,Chen, Li-Jun,Laaksonen, Aatto,Cordova, Armando
supporting information; experimental part, p. 13935 - 13940 (2011/02/22)
A fine line: The generation of significant positive nonlinear effects in asymmetric amino acid catalysis under homogeneous conditions, which can be explained by the model for cooperative catalytic stereoselective pathways, is reported. The addition of an achiral aldehyde generated the multiple interconnected stereoselective catalytic network.
Imidazolium ion-tagged proline organocatalyst for α-aminoxylation of aldehydes and ketones in ionic liquids
Ding, Xiong,Tang, Wenming,Zhu, Chengjian,Cheng, Yixiang
supporting information; experimental part, p. 108 - 112 (2010/06/21)
A novel imidazolium ion-tagged L-proline catalyst has been developed. The asymmetric α-aminoxylation of aldehydes and ketones with excellent enantioselectivities, up to 99% ee, and high yields in ionic liquids has been achieved. The system can be easily recycled and reused for at least six times without significant loss of yields and enantioselectivity.
Enantioselectivity switch in direct asymmetric aminoxylation catalyzed by binaphthyl-based chiral secondary amines
Kano, Taichi,Yamamoto, Akihiro,Shirozu, Fumitaka,Maruoka, Keiji
experimental part, p. 1557 - 1563 (2009/12/27)
Binaphthyl-based amino acids (S)-1 and an aminosulfonamide (S)-2 were applied for direct asymmetric aminoxylation with nitrosobenzene. In the presence of either (S)-1 or (S)-2, the aminoxylation of aldehydes proceeded smoothly, and subsequent reduction wi
Asymmetric α-aminoxylations of stoichiometric ketones using 2-nitrosotoluene
Jiao, Peng,Yamamoto, Hisashi
experimental part, p. 2685 - 2687 (2010/01/16)
Asymmetric aminoxylations of a stoichiometric amount of ketones were accomplished through O-nitrosoaldol reactions of 2-nitrosotoluene catalyzed by a proline-based tetrazole. The advantages of 2-nitrosotoluene and the tetrazole over nitrosobenzene and pro
