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Enantioselective conjugate additions of organolithiums to BHA enoates mediated by A chiral ligand
Authors:Yasutomi Asano  Akira Iida  Kiyoshi Tomioka
Affiliation:

Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-01, Japan

Abstract:The conjugate addition reactions of BHA alkenoates with organolithiums in toluene or toluene-hexane at −78 °C were mediated by the chiral ligands 1 and 2 to give the corresponding 3-substituted alkanoates in high ees and high yields. The two ligands are complementary each other, 1 is effective for phenyl- and vinyllithiums to give the adducts in 64–93% ee, while 2 is effective for butyl- and ethyllithiums to give the adducts in 91–99% ee.
Keywords:
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