Diastereoselective protonation on a radical anion in the photoallylation and photoreduction of 1,1-dicyano-2-methyl-3-phenyl-1-butene by allyltrimethylsilane |
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| Authors: | Hajime Maeda Nana Nishitsuji Kazuhiko Mizuno |
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| Institution: | (1) Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa Ishikawa, 920-1192, Japan;(2) Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Naka-ku, Sakai Osaka, 599-8531, Japan |
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| Abstract: | Diastereoselectivity in the photoallylation and photoreduction of 1,1-dicyano-2-methyl-3-phenyl-1-butene by allyltrimethylsilane
in the presence of phenanthrene was dependent on the structures and stoichiometry of the added carboxylic acids. Diastereoselectivity
increased up to 72% by the addition of equimolar amount of l-lactic acid based on the alkene. |
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