911028-64-3Relevant academic research and scientific papers
Engineering an efficient and enantioselective enzyme for the Morita–Baylis–Hillman reaction
Baker, David,Burke, Ashleigh J.,Crawshaw, Rebecca,Crossley, Amy E.,Green, Anthony P.,Hay, Sam,Johannissen, Linus,Levy, Colin,Lovelock, Sarah L.
, (2021/12/23)
The combination of computational design and directed evolution could offer a general strategy to create enzymes with new functions. So far, this approach has delivered enzymes for a handful of model reactions. Here we show that new catalytic mechanisms ca
Design and synthesis of novel indoline-(thio)urea hybrids
Lafzi, Ferruh,Kilic, Haydar,Tanriver, Gamze,Avc?, ?yküm Naz,Catak, Saron,Saracoglu, Nurullah
, p. 3510 - 3527 (2019/11/14)
A series of novel indoline-(thio)urea were designed and prepared using indoline(s) as a new platform and tested as organocatalysts in the Michael and Morita–Baylis–Hillman reactions. Most of the compounds were found to be very active catalysts although they did not promote the enantioselectivity. As agents for the conversion of thiocarbonyl compounds into carbonyl compounds, potentials of PIFA and DDQ were also displayed. Furthermore, DFT calculations rationalized the experimentally observed non-enantioselectivity of the catalysts.
Asymmetric Morita-Baylis-Hillman reaction catalyzed by pepsin
Xue, Jing-Wen,Song, Jian,Manion, Ian C.K.,He, Yan-Hong,Guan, Zhi
, p. 62 - 69 (2015/12/24)
Pepsin from porcine gastric mucous shown catalytic promiscuity was first discovered to catalyze the Morita-Baylis-Hillman (MBH) reaction between aromatic aldehydes with 2-cyclohexen-1-one or 2-cyclopenten-1-one in a two-phase medium of phosphate buffer/cy
Cationic chiral surfactant based micelle-guided asymmetric Morita-Baylis-Hillman reaction
Shairgojray, Bashir Ahmad,Dar, Aijaz Ahmad,Bhat, Bilal A.
, p. 58 - 61 (2016/06/01)
Cationic chiral surfactant (1R, 2S)-(-)-N-dodecyl-N-methylephedrinium bromide (DMEB) was utilized for the first time in inducing asymmetry to Morita-Baylis-Hillman reaction in aqueous medium. Proton NMR studies carried out to determine the locus of the re
Asymmetric Morita-Baylis-Hillman reactions of 2-cyclohexen-1-one catalyzed by chiral biaryl-based bis(thiourea) organocatalysts
Nakayama, Yuki,Gotanda, Takashi,Ito, Katsuji
experimental part, p. 6234 - 6237 (2011/12/14)
Newly-developed bis(thiourea) 1d was found to be an efficient organocatalyst for the Morita-Baylis-Hillman reaction. High enantioselectivities were obtained in the reaction of 2-cyclohexen-1-one with both aromatic aldehydes (up to 84% ee) and aliphatic al
Asymmetric morita-baylis-hillman reaction of arylaldehydes with 2-cyclohexen-1-one catalyzed by chiral bis(thio)urea and DABCO
Shi, Min,Liu, Xu-Guang
supporting information; experimental part, p. 1043 - 1046 (2009/04/06)
Novel bis(thio)urea organocatalysts were synthesized from axially chiral (R)-(-).5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diamine (H s-BINAM), and their catalytic abilities have been examined in the Morita-Baylis-Hillman reaction of 2
