Synthesis of novel C2-symmetrical chiral sulfides and their utility in asymmetric epoxidation of aldehydes.
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.
Ishizaki
Miyuki
M
Faculty of Pharmaceutical Sciences, Tokyo University of Science, Shinjuku-ku, Tokyo, Japan. ishizaki@ps.kagu.tus.ac.jp
Hoshino
Osamu
O