Research Article | Open Access

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

    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
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