106093-97-4Relevant academic research and scientific papers
Asymmetric Synthesis of N-Substituted γ-Amino Esters and γ-Lactams Containing α,γ-Stereogenic Centers via a Stereoselective Enzymatic Cascade
Li, Ming,Cui, Yunfeng,Xu, Zefei,Chen, Xi,Feng, Jinhui,Wang, Min,Yao, Peiyuan,Wu, Qiaqing,Zhu, Dunming
, p. 372 - 379 (2021/10/25)
γ-Amino esters and γ-lactams containing α,γ-stereogenic centers are widely used as chiral intermediates in various bioactive compounds, while their efficient synthesis remains a challenge. Herein, an enzymatic cascade reaction involving an ene reductase (
COMPOSITIONS AND METHODS FOR REDUCING TACTILE DYSFUNCTION, ANXIETY, AND SOCIAL IMPAIRMENT
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Page/Page column 53, (2019/12/15)
The present invention features novel peripherally-restricted isoguvacine analogs with reduced blood brain barrier permeability and methods of use thereof for reducing tactile dysfunction, social impairment, and anxiety in a subject diagnosed with Autism S
Biocatalytic synthesis of chiral cyclic γ-oxoesters by sequential C-H hydroxylation, alcohol oxidation and alkene reduction
Brenna, Elisabetta,Crotti, Michele,Gatti, Francesco G.,Monti, Daniela,Parmeggiani, Fabio,Pugliese, Andrea,Tentori, Francesca
supporting information, p. 5122 - 5130 (2017/11/09)
A three-step biocatalytic procedure is described for the conversion of methyl and ethyl cyclopentene- and cyclohexenecarboxylates into both the enantiomers of the corresponding chiral 3-oxoesters, which are useful building blocks for the synthesis of active pharmaceutical ingredients. The allylic hydroxylation of the starting cycloalkenecarboxylates is carried out by using R. oryzae resting cells entrapped in alginate beads, in acetate buffer solution at 25 °C. The oxidation of the intermediate allylic alcohols to unsaturated ketones, performed by the laccase/TEMPO system, and the ene-reductase mediated hydrogenation of the alkene bond were carried out in the same reaction vessel in a sequential mode at 30 °C. Being entirely biocatalytic, our multistep procedure provides considerable advantages in terms of selectivity and environmental impact over reported chemical methods.
Total Synthesis of the Diterpenoid (+)-Harringtonolide
Zhang, Hai -Jun,Hu, Lin,Ma, Zhiqiang,Li, Ruining,Zhang, Zhen,Tao, Cheng,Cheng, Bin,Li, Yun,Wang, Huifei,Zhai, Hongbin
supporting information, p. 11638 - 11641 (2016/10/24)
Described herein is the first asymmetric total synthesis of (+)-harringtonolide, a natural diterpenoid with an unusual tropone imbedded in a cagelike framework. The key transformations include an intramolecular Diels–Alder reaction and a rhodium-complex-c
Achieving Regio- and Enantioselectivity of P450-Catalyzed Oxidative CH Activation of Small Functionalized Molecules by Structure-Guided Directed Evolution
Agudo, Ruben,Roiban, Gheorghe-Doru,Reetz, Manfred T.
body text, p. 1465 - 1473 (2012/09/08)
Directed evolution of the monooxygenase P450-BM3 utilizing iterative saturation mutagenesis at and near the binding site enables a high degree of both regio- and enantioselectivity in the oxidative hydroxylation of cyclohexene-1-carboxylic acid methyl est
γ-oxygenation of α,β-unsaturated esters by vinylogous O-nitroso mukaiyama aldol reaction
Tian, Guo-Qiang,Yang, Jiong,Rosa-Perez, Kellymar
supporting information; experimental part, p. 5072 - 5074 (2010/12/25)
A practical procedure has been developed for γ-oxygenation of α,β-unsaturated esters by a vinylogous O-nitroso Mukaiyama aldol reaction followed by a one-pot N-O bond heterolysis of the in situ generated γ-aminoxy-α,β-unsaturated esters.
An electrochemical study to model the chorismate synthase reaction
Theoclitou, Maria-Elena,Duggan, Peter J.,Abell, Chris
, p. 1285 - 1288 (2007/10/03)
The electrochemical reduction of 3-phosphate-cyclohex-1-ene-1-carboxylic acid 13 has been studied as a model for the chorismate synthase reaction. An electrochemical reaction occurs only when 13 is fully protonated. However the reaction results in loss of
Ring Opening of Cyclopropylketones Induced by Photochemical Electron Transfer
Cossy, Janine,Furet, Nathalie,BouzBouz, Samir
, p. 11751 - 11764 (2007/10/02)
Depending on the substitution pattern of cyclopropylketones, the photochemically induced electron transfer of tertiary amines to cyclopropylketones leads either to the formation of 3-substituted cycloalkanones or to ring expanded products.
