337508-81-3Relevant articles and documents
Three-Pot Synthesis of Chiral Anti-1,3-diols through Asymmetric Organocatalytic Aldol and Wittig Reactions Followed by Epoxidation and Reductive Opening of the Epoxide
Hayashi, Yujiro,Mori, Naoki,Tomikawa, Masashi
, p. 5896 - 5900 (2021)
A three-pot asymmetric synthesis of the anti-1,3-diol unit was developed. In the first pot, enantioselective aldol reaction of aldehydes proceeds, catalyzed by organocatalyst, followed by either Wittig or Horner-Wadsworth-Emmons reactions to afford δ-hydroxy α,β-unsaturated carbonyls with excellent enantioselectivity. Diastereoselective hydroxy-directed anti-epoxidation proceeds in the next pot by the use of tert-BuOOH and LiHMDS. Reductive opening of the epoxide proceeds in a third pot to afford anti-β,δ-hydroxy carbonyl compounds with excellent diastereo- and enantioselectivity.
Lewis base activation of Lewis acids. Vinylogous aldol reactions
Denmark, Scott E.,Beutner, Gregory L.
, p. 7800 - 7801 (2007/10/03)
A highly regioselective vinylogous aldol reaction catalyzed by SiCl4 and a chiral phosphoramide (R,R)-5, providing δ-hydroxy enones for a variety of aldehyde and dienol ether structures, has been developed. Low catalyst loadings (1 mol %) can b
