Journal
TETRAHEDRON
Volume 67, Issue 24, Pages 4417-4424Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.02.042
Keywords
Asymmetric catalysis; Organozinc addition; Solvent free; Aldehyde; Ketone; Secondary alcohol; Tertiary alcohol
Categories
Funding
- JSPS [20245022]
- MEXT [21750094, 21200033]
- Grants-in-Aid for Scientific Research [21750094, 20245022, 21200033] Funding Source: KAKEN
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Neat Et2Zn, Ph2Zn, and highly concentrated Me2Zn are highly reactive organozinc reagents, which are commercially available in bulk quantities. We here report a catalytic enantioselective Et2Zn, Ph2Zn, and Me2Zn addition to ketones and aldehydes under solvent free or highly concentrated conditions without Ti(Oi-Pr)(4) as a conventional activator of organozinc reagents. The desired optically active tertiary and secondary alcohols were obtained in good yield with high enantioselectivity when compared to the conventional solvent-use conditions. From the viewpoint of ecological and environmental reasons in green chemistry, this catalysis would be practical for not only academic but also industrial use. (C) 2011 Elsevier Ltd. All rights reserved.
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