Asymmetric synthesis using chiral piperazines. Part 3. Enantioselective addition of dialkylzincs to aryl aldehydes catalysed by chiral piperazines
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 2717-2720
- https://doi.org/10.1039/p19910002717
Abstract
The use of chiral piperazines (cyclic diamines) 1 as chiral catalysts for the enantioselective addition of dialkylzincs to aldehydes is described. (2S,5S)-2,5-Dialkyl substituted piperazines 1 catalysed the enantioselective addition of dialkylzincs to aryl aldehydes. It was found that the presence of the dilithium salt of 1 was more effective in producing the corresponding alcohols in high e.e.s (up to 96% e.e.) and that the catalyst 1 with branched carbon chains as the substituents on the piperazine ring was effective for highly enantioselective reaction.Keywords
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