Enantioselective conjugate additions of organolithiums to BHA enoates mediated by a chiral ligand

被引:41
作者
Asano, Y [1 ]
Iida, A [1 ]
Tomioka, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 60601, Japan
关键词
D O I
10.1016/S0040-4039(97)10366-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conjugate addition reactions of BHA alkenoates with organolithiums in toluene or toluene-hexane at -78 degrees 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. (C) 1997 Elsevier Science Ltd.
引用
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页码:8973 / 8976
页数:4
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