Enantioselective synthesis of 1-metallocenylalkanols by catalytic asymmetric alkylation of metallocenecarboxaldehydes with dialkylzincs
1993; Elsevier BV; Volume: 4; Issue: 8 Linguagem: Inglês
10.1016/s0957-4166(00)80411-5
ISSN1362-511X
AutoresYonetatsu Matsumoto, Akira Ohno, Shijie Lu, Tamio Hayashi, Nobuki Oguni, Masahiko Hayashi,
Tópico(s)Chemical Synthesis and Analysis
ResumoReaction 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-ruthenocenyl-ethanol (90% ee) in over 84% yield. The (R)-1-metallocenylalkanols were converted into the corresponding (R)- 1-metallocenyl-N,N-dimethylamines.
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