Stereoselective Reduction of α,β-Epoxy Ketones into erythro-α,β-Epoxy Alcohols with Sodium Borohydride in the Presence of Calcium Chloride
- 1 June 1992
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 21 (6) , 967-970
- https://doi.org/10.1246/cl.1992.967
Abstract
Erythro-α,β-Epoxy alcohols were prepared with high stereoselectivity by sodium borohydride reduction of the corresponding α,β-epoxy ketones in the presence of calcium chloride or manganese(II) chloride regardless of the substituents on the epoxide ring.Keywords
This publication has 4 references indexed in Scilit:
- A practical and stereoselective reduction of 3-keto-2-methyl esters or 3-keto-2-methyl amides into erythro-3-hydroxy-2-methyl esters or erythro-3-hydroxy-2-methyl amides with NaBH4 catalyzed by MnCl2Tetrahedron Letters, 1991
- An introduction of chiral centers into acyclic systems based on stereoselective ketone reductionAccounts of Chemical Research, 1984
- Highly stereoselective synthesis of -α, β-epoxy alcohols by the reduction of α, β-epoxy ketones with zinc borohydrideTetrahedron Letters, 1981
- Induction asymétrique et cycloadditions[2+1]—IIITetrahedron, 1976