- Use of N,N'-dimethylpropyleneurea (DMPU) as solvent in the efficient preparation of enantiomerically pure secondary amines
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The monoalkylation of (R)- and (S)-1-phenylethylamine proceeds readily with DMPU as the solvent. An efficient procedure was then developed for the high-yield preparation of the chiral secondary amines N-benzyl-, N-isopropyl-, N-(2-biphenylyl)methyl-, N-(diphenyl)methyl-, and N-(2,2-dimethyl)propyl-1-phenylethylamine, in enantiomerically pure form.
- Juaristi,Murer,Seebach
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- Enantioselective Formation of cis-3,5-Dimethylcyclohexanone Lithium Enolate and Stereoselective Aldol Reaction with Benzaldehyde
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Deprotonation of cis-3,5-dimethylcyclohexanone (6) with chiral lithium amide bases 10-12 has been investigated.The resulting lithium enolates 7a,b react with benzaldehyde, acetic anhydride, or trimethylsilyl chloride to yield, respectively, the aldols 8 a
- Majewski, Marek,Gleave, D. Mark
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p. 3599 - 3605
(2007/10/02)
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- Amidures de lithium chiraux; β-elimination de trityllithium a partir d'un amidure de lithium
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The synthesis of a chiral secondary amine bearing a N-CH2-trityl moiety is described.The formation of the corresponding lithium amide results in the β-elimination of trityllithium, leading to an intermediate methyleneamiine, which can react with nucleophiles.
- Plaquevent, Jean-Christophe,Ravard, Alain
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p. C51 - C53
(2007/10/02)
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