Enantioselective Allylation of β,γ-Unsaturated Aldehydes Generated via Lewis Acid Induced Rearrangement of 2-Vinyloxiranes
Organic Letters2001Vol. 4(1), pp. 83–86
Citations Over TimeTop 11% of 2001 papers
Abstract
[reaction: see text] 2-Vinyloxiranes have been found to be excellent surrogates to beta,gamma-unsaturated aldehydes. These valuable electrophiles, generated in situ by treatment of a 2-vinyloxirane with a catalytic amount of Sc(OTf)(3), are effectively trapped by the chiral allylating agents based on alpha-pinene, affording bishomoallylic alcohols in high yield and excellent selectivity.
Related Papers
- → Chiral Lewis Acid Catalyzed Ene-Reactions(2000)90 cited
- → Chiral Lewis Acid Catalysis in Water(2011)11 cited
- → Kinetic Resolution of Oxiranes by Use of Chiral Lewis Acid Catalysts(1994)22 cited
- → Kinetic Resolution of Oxiranes by Use of Chiral Lewis Acid Catalysts(1993)27 cited
- → Water‐compatible Chiral Lewis Acids(2017)13 cited