119346-06-4Relevant academic research and scientific papers
Traversing Steric Limitations by Cooperative Lewis Base/Palladium Catalysis: An Enantioselective Synthesis of α-Branched Esters Using 2-Substituted Allyl Electrophiles
Schwarz, Kevin J.,Pearson, Colin M.,Cintron-Rosado, Gabriel A.,Liu, Peng,Snaddon, Thomas N.
supporting information, p. 7800 - 7803 (2018/06/26)
Cooperative catalysis enables the direct enantioselective α-allylation of linear prochiral esters with 2-substituted allyl electrophiles. Critical to the successful development of the method was the recognition that metal-centered reactivity and the sourc
NEW ARYLALKENYLPROPARGYLAMINE DERIVATIVES EXHIBITING NEUROPROTECTIVE ACTION FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
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Page/Page column 29; 103, (2015/06/25)
The invention relates to novel arylalkenylpropargylamine derivatives of general formula (I) or enantiomers or diastereomers thereof or salts, optionally pharmaceutically acceptable salts, or solvates of any of these. The compounds can be used in treating or preventing a disease or condition in a mammal related to monoamine oxidase dysfunction, especially in neurodegenerative diseases, e.g. Parkinson's disease, Alzheimer's disease or Huntington's disease.
Novel arylalkenylpropargylamines as neuroprotective, potent, and selective monoamine oxidase B inhibitors for the treatment of Parkinson's disease
Huleatt, Paul B.,Khoo, Mui Ling,Chua, Yi Yuan,Tan, Tiong Wei,Liew, Rou Shen,Balogh, Balázs,Deme, Ruth,G?l?ncsér, Flóra,Magyar, Kalman,Sheela, David P.,Ho, Han Kiat,Sperlágh, Beáta,Mátyus, Péter,Chai, Christina L. L.
supporting information, p. 1400 - 1419 (2015/03/04)
To develop novel neuroprotective agents, a library of novel arylalkenylpropargylamines was synthesized and tested for inhibitory activities against monoamine oxidases. From this, a number of highly potent and selective monoamine oxidase B inhibitors were identified. Selected compounds were also tested for neuroprotection in in vitro studies with PC-12 cells treated with 6-OHDA and rotenone, respectively. It was observed that some of the compounds tested yielded a marked increase in survival in PC-12 cells treated with the neurotoxins. This indicates that these propargylamines are able to confer protection against the effects of the toxins and may also be considered as novel disease-modifying anti-Parkinsonian agents, which are much needed for the therapy of Parkinson's disease.
Enantioselective bromocyclization of allylic amides catalyzed by BINAP derivatives
Kawato, Yuji,Kubota, Akino,Ono, Hiromi,Egami, Hiromichi,Hamashima, Yoshitaka
supporting information, p. 1244 - 1247 (2015/03/14)
A highly enantioselective bromocyclization of allylic amides with N-bromosuccinimide (NBS) was developed with DTBM-BINAP as a catalyst, affording chiral oxazolines with a tetrasubstituted carbon center in high yield with up to 99% ee. By utilizing the bro
Regioselective ring-opening α-methylenation of aryl epoxides to conjugated allyl alcohols utilizing n-BuLi and Me2S=CH2 reagents
Tomioka, Takashi,Sankranti, Rambabu,James, Amber M.,Mattern, Daniell L.
, p. 3443 - 3445 (2014/06/09)
In the presence of a mixture of n-BuLi and Me2SCH2 reagents, aryl epoxides underwent a novel ring-opening α-methylenation providing conjugated allyl alcohols with an unusual regioselective pattern.
N-BuLi/LiCH2CN-mediated one-carbon homologation of aryl epoxides into conjugated allyl alcohols
Tomioka, Takashi,Sankranti, Rambabu,Yamada, Tsuyoshi,Clark, Courtney
supporting information, p. 5099 - 5101 (2013/10/22)
A series of styrene oxides in the presence of a 1:1 mixture of n-butyllithium (n-BuLi) and lithioacetonitrile (LiCH2CN) in THF are converted into one-carbon homologated allyl alcohols in an unusual regioselective manner.
Asymmetric, regioselective bromohydroxylation of 2-aryl-2-propen-1-ols catalyzed by quinine-derived catalysts
Zhang, Ye,Xing, Hui,Xie, Weiqing,Wan, Xiaolong,Lai, Yisheng,Ma, Dawei
supporting information, p. 68 - 72 (2013/03/13)
The asymmetric bromohydroxylation of 2-aryl-2-propen-1-ols catalyzed by quinine-derived bifunctional catalyst has been developed. The regioselectivity was controlled by employing a boronate ester as tether which was formed in situ and enantioselectivity was introduced by taking advantage of a quinine-derived bifunctional catalyst which activated the boronate ester and N-bromosuccinimide (NBS) at the same time. Chiral bromohydrin, which is a useful feedstock in organic synthesis, was produced in moderate to excellent enantioselectivity in a two-step reaction sequence. Copyright
Nickel-catalyzed enantioselective hydrovinylation of silyl-protected allylic alcohols: An efficient access to homoallylic alcohols with a chiral quaternary center
Zhang, Qi,Zhu, Shou-Fei,Cai, Yan,Wang, Li-Xin,Zhou, Qi-Lin
experimental part, p. 1899 - 1906 (2011/02/25)
Asymmetric hydrovinylation of silyl-protected allylic alcohols catalyzed by nickel complexes of chiral spiro phosphoramidite ligands was developed. A series of homoallylic alcohols with a chiral quaternary center were produced in high yields (up to 97%) and high enantioselectivities (up to 95% ee). The reaction provides an efficient method for preparing bifunctional compounds with a chiral quaternary carbon center.
Total synthesis of haouamine A: the indeno-tetrahydropyridine core
Burns, Noah Z.,Jessing, Mikkel,Baran, Phil S.
scheme or table, p. 6600 - 6610 (2011/02/25)
A full account of synthetic efforts toward the indeno-tetrahydropyridine core of haouamine A is presented. Initial failed strategies led to the unexpected discovery of a mild abnormal Chichibabin pyridine synthesis and provided knowledge and inspiration f
Highly enantioselective Rh-catalyzed hydrogenation of β,γ- unsaturated phosphonates with chiral ferrocene-based monophosphoramidite ligands
Duan, Zheng-Chao,Hu, Xiang-Ping,Zhang, Cheng,Wang, Dao-Yong,Yu, Sai-Bo,Zheng, Zhuo
supporting information; experimental part, p. 9191 - 9194 (2010/03/04)
(Chemical Equation Presented) An enantioselective synthesis of chiral alkylphosphonates bearing a β-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding β-substituted β,γ-unsaturated phosphonates with a ferrocene-based monophosphoramidite ligand under the mild hydrogenation conditions, was developed, in which an ee value of up to 98% was obtained.
