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
Received 16 Mar, 2015 |
Accepted 01 Oct, 2015 |
Published 16 Dec, 2015 |
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.
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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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