ENANTIOSELECTIVE SYNTHESIS OF 1-METALLOCENYLALKANOLS BY CATALYTIC ASYMMETRIC ALKYLATION OF METALLOCENECARBOXALDEHYDES WITH DIALKYLZINCS

被引:56
作者
MATSUMOTO, Y
OHNO, A
LU, SJ
HAYASHI, T
OGUNI, N
HAYASHI, M
机构
[1] HOKKAIDO UNIV,CATALYSIS RES CTR,SAPPORO,HOKKAIDO 060,JAPAN
[2] HOKKAIDO UNIV,GRAD SCH PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
[3] YAMAGUCHI UNIV,FAC SCI,DEPT CHEM,YAMAGUCHI 753,JAPAN
关键词
D O I
10.1016/S0957-4166(00)80411-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reaction of ferrocenecarboxaldehyde and ruthenocenecarboxaldehyde with diethylzinc or dimethylzinc in the presence of 5 mol % of (R)-3,3-dimethyl-1-piperidino-2-butanol proceeded with high enantioselectivity to give (R)-1-ferrocenylpropanol (>96% ee), (R)-1-ferrocenylethanol (>99% ee), (R)-1-ruthenocenylpropanol (96% ee), and (R)-1-ruthenocenylethanol (90% ee) in over 84% yield. The (R)-1-metallocenylalkanols were converted into the corresponding (R)-1-metallocenyl-N,N-dimethylamines.
引用
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页码:1763 / 1766
页数:4
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