105643-16-1Relevant academic research and scientific papers
Regiocontrol and Stereoselectivity in Tungsten-Bipyridine Catalysed Allylic Alkylation
Lehmann, Juerg,Lloyd-Jones, Guy C.
, p. 8863 - 8874 (1995)
Tungsten-bipyridine complexes, generated in situ, catalyse the allylic alkylation of isocinnamyl methyl carbonate by dimethyl sodiomalonate with complete syn-stereoselectivity.When para substituted aryl-allyl methyl carbonates are employed, the regioselectivity correlates with Swain-Lupton parameters.Cross-over experiments demonstrate that the reactions do not proceed via the conventional 0> -> II allyl>+ -> 0 allyl-Nu> catalytic cycle.
Size-Exclusion Borane-Catalyzed Domino 1,3-Allylic/Reductive Ireland–Claisen Rearrangements: Impact of the Electronic and Structural Parameters on the 1,3-Allylic Shift Aptitude
Fegyverneki, Dániel,Kolozsvári, Natália,Molnár, Dániel,Egyed, Orsolya,Holczbauer, Tamás,Soós, Tibor
supporting information, p. 2179 - 2183 (2019/01/04)
The reductive Ireland–Claisen rearrangement through borane-mediated hydrosilylation is reported. The method employs a borane catalyst with a special structural design and affords access to synthetically relevant products with high diastereoselectivity. Depending on electronic and structural parameters, the reaction can be coupled with a 1,3-allylic shift, thus the valence isomer of the Ireland–Claisen product is formed.
A Re2O7catalyzed cycloetherification of monoallylic diols
Wan, Xiaolong,Hu, Jiadong,Xu, Dongyang,Shang, Yang,Zhen, Yanxia,Hu, Chenchen,Xiao, Fan,He, Yu-Peng,Lai, Yisheng,Xie, Weiqing
supporting information, p. 1090 - 1093 (2017/03/02)
A Re2O7catalyzed cycloetherification of monoallylic diols is described. The reaction features short reaction time, mild reaction conditions and exclusive E selectivity. A wide range of monoallylic alcohols with alkyl or aryl substituents on olefin smoothly undergo ring closure to deliver corresponding oxa-heterocycles. The reaction is also operationally simple and not sensitive to air and moisture.
Kinetic Resolution of Racemic and Branched Monosubstituted Allylic Acetates by a Ruthenium-Catalyzed Regioselective Allylic Etherification
Shinozawa, Toru,Terasaki, Shou,Mizuno, Shota,Kawatsura, Motoi
, p. 5766 - 5774 (2016/07/14)
We demonstrated the kinetic resolution of racemic and branched monosubstituted allylic acetates by a ruthenium-catalyzed regioselective allylic etherification. The reaction was effectively catalyzed by the chiral ruthenium catalyst, which was generated by [RuCl2(p-cymene)]2 and (S,S)-iPr-pybox and a catalytic amount of TFA, and both the allylic etherification product and recovered allylic acetate were obtained as an enantiomerically enriched form with up to a 103 s value.
Highly efficient kinetic resolution of allylic alcohols with terminal double bond
Marques, Francisco A.,Oliveira, Marcos A.,Frensch, Gustavo,Sales Maia, Beatriz Helena L. N.,Barison, Andersson,Lenz, Cesar A.,Guerrero Jr., Palimecio G.
body text, p. 696 - 700 (2012/06/04)
In this study, the lipase-catalyzed kinetic resolution (Novozyme 435) was employed to prepare chiral allylic alcohols and acetates with terminal double bonds in enantiomeric excesses ranging from 94 to >99 %.
Structure-activity relationships of (1'S)-1'-acetoxychavicol acetate, a major constituent of a Southeast Asian condiment plant Languas galanga, on the inhibition of tumor-promoter-induced Epstein-Barr virus activation
Murakami, Akira,Toyota, Kazuo,Ohura, Shin,Koshimizu, Koichi,Ohigashi, Hajime
, p. 1518 - 1523 (2007/10/03)
The structure-activity relationships of (1'S)-1'-acetoxychavicol acetate (ACA), a cancer chemopreventive agent of food origin, were investigated in an inhibitory test of tumor promoter teleocidin B-4-induced Epstein-Barr virus (EBV) activation in Raji cel
Chirale Phosphanodihydrooxazole in der asymmetrischen Katalyse: Wolfram-katalysierte allylische Substitution
Lloyd-Jones, Guy C.,Pfaltz, Andreas
, p. 534 - 536 (2007/10/02)
Stichworte: Alkylierungen * Asymmetrische Synthesen * Dihydrooxazole * Katalyse * Wolframverbindungen
