Research Article | Open Access Volume 5 | Issue 3 | Paper 04 | doi.org/10.15228/2015.v05.i03.p04 |
H. Hussain
Department of Chemistry, University of Engineering and Technology, Lahore, Pakistan
S.R. Gilani
Department of Chemistry, University of Engineering and Technology, Lahore, Pakistan
Z. Ali
Department of Chemistry, University of Engineering and Technology, Lahore, Pakistan
I. Hussain
Department of Chemistry, University of Engineering and Technology, Lahore, Pakistan
| Received 20 Aug, 2013 | Accepted 23 Jan, 2015 | Published 30 Sep, 2015 |
ABSTRACT:
Two novel compounds (E)-tert-butyl 7-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hept-2-enoate and (E)-diethyl (6-(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate were synthesized in excellent yields by olefin cross metathesis (CM). 3-(4-methoxyphenyl)propyl diisopropylcarbamate and allylboronic acid pinacol ester were reacted in the presence of s-BuLi/N,N,N,N-tetramethylethyllenediamine (TMEDA) to form sec. boronic ester which was further reacted with tert-butyl acrylate and diethyl vinylphosphonate respectively to get the desired products. Both novel compounds have applications as reactants for cyclopropanation and cyclopentataion for asymmetric synthesis.
How to Cite this paper?
APA-7 Style
Hussain, H., Gilani, S.R., Ali, Z., Hussain, I. (2015). Synthesis and Characterization of Novel (E)-tert-butyl 7-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hept-2-enoate and (E)-diethyl (6-(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesismethoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesis. Pakistan Journal of Chemistry, 5(3), 117-125. https://doi.org/10.15228/2015.v05.i03.p04
ACS Style
Hussain, H.; Gilani, S.R.; Ali, Z.; Hussain, I. Synthesis and Characterization of Novel (E)-tert-butyl 7-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hept-2-enoate and (E)-diethyl (6-(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesismethoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesis. Pak. J. Chem. 2015, 5, 117-125. https://doi.org/10.15228/2015.v05.i03.p04
AMA Style
Hussain H, Gilani SR, Ali Z, Hussain I. Synthesis and Characterization of Novel (E)-tert-butyl 7-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hept-2-enoate and (E)-diethyl (6-(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesismethoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesis. Pakistan Journal of Chemistry. 2015; 5(3): 117-125. https://doi.org/10.15228/2015.v05.i03.p04
Chicago/Turabian Style
Hussain, H., S. R. Gilani, Z. Ali, and I. Hussain. 2015. “Synthesis and Characterization of Novel (E)-tert-butyl 7-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hept-2-enoate and (E)-diethyl (6-(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesismethoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-1-en-1-yl)phosphonate; Application of Olefin Cross Metathesis” Pakistan Journal of Chemistry 5, no. 3: 117-125. https://doi.org/10.15228/2015.v05.i03.p04
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