Synthesis of novel C2-symmetrical chiral sulfides and their utility in asymmetric epoxidation of aldehydes |
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| Authors: | Ishizaki Miyuki Hoshino Osamu |
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| Affiliation: | Faculty of Pharmaceutical Sciences, Tokyo University of Science, Shinjuku-ku, Tokyo, Japan. ishizaki@ps.kagu.tus.ac.jp |
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| Abstract: | Novel C(2)-symmetrical chiral sulfides were synthesized from (R,R)-tartaric acid and their utility in the asymmetric epoxidation of aldehydes with benzyl bromide was examined. Among the sulfides used, silyl ether-type sulfides were found to be superior to diol- and benzyl ether-type sulfides. Also, the presence of an aromatic group on the sulfide was proven to be an important factor for increasing enantioselectivity. |
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| Keywords: | asymmetric epoxidation chiral sulfides aromatic sulfide silyl ether tartaric acid |
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