Journal
TETRAHEDRON-ASYMMETRY
Volume 23, Issue 14, Pages 1023-1027Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2012.07.010
Keywords
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Funding
- Japan Society for the Promotion of Science (JSPS)
- Grants-in-Aid for Scientific Research [23685012] Funding Source: KAKEN
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A reversal in enantioselectivity was observed by the combination of a chiral diol and achiral alcohols as a chiral initiator in the asymmetric alkylation of a pyrimidine-5-carbaldehyde using diisopropylzinc. (2S,3S)-Butane-2,3-diol alone induced (R)-pyrimidyl alkanol, while a mixture of the chiral diol and phenol derivatives induced (S)-pyrimidyl alkanol. The effect of achiral alcohols is also discussed. (c) 2012 Elsevier Ltd. All rights reserved.
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