Asymmetric reactions. II. Asymmetric synthesis of methyl .ALPHA.-phenylpropionate by means of chiral polymers.
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概要
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The asymmetric addition of methanol to phenylmethylketene was carried out in the presence of propionylcinchonine and poly(acryloylcinchonine). The use of poly(acryloylcinchonine) produced additional products with higher optical yields than that of propionylcinchonine. The highest optical yield (35%) was obtained with the above polymeric catalyst at −78 °C. An insoluble, cross-linked polymer obtained by the co-polymerization of acryloylcinchonine with <I>N</I>,<I>N</I>′-diacryloylhexamethylenediamine, was also used as a catalyst. The products obtained for the cross-linked polymer showed a linear correlation between log<I>k</I><SUB>R</SUB>/<I>k</I><SUB>s</SUB> and 1/<I>T</I> while those with non-cross-linked poly(acryloylcinchonine) exhibited a relationship deviating somewhat from linearity. A linear relationship was also observed using insoluble, cross-linked poly(acryloylquinine).
- 公益社団法人 日本化学会の論文
著者
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Miyauchi Yasushi
Department of Cardiology, Nippon Medical School
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Yamashita Tetsushi
Department Of Chemistry Faculty Of Science Osaka City University
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Nakamura Nobuo
Department Of Cardiology Seiyu Memorial Hospital
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Yasueda Hiroshi
Department of Chemistry, Faculty of Science, Osaka City University
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