A NEW TRANSFORMATION OF AN ESTER INTO ITS HOMOLOG AND AN α-HYDROXYALDEHYDE USING METHYL METHYLTHIOMETHYL SULFOXIDE
- 5 July 1974
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 3 (7) , 659-662
- https://doi.org/10.1246/cl.1974.659
Abstract
The carbanion (2) generated from methyl methylthiomethyl sulfoxide (1) reacts with an ester to afford an acylated product (3). This compound can be transformed into derivatives of the corresponding α-hydroxyaldehyde and also into the ester which has one more methylene group than the original ester (Scheme 2).This publication has 4 references indexed in Scilit:
- Acylation of a carbonyl anion equivalent: An efficient method of preparing alpha-hydroxycarbonyl systems, alpha-dicarbonyl systems, and ketene thioacetal monoxide derivativesTetrahedron Letters, 1973
- A new synthetic approach to α-hydroxyaldehydes using methyl methylthiomethyl sulfoxideTetrahedron Letters, 1972
- A new synthesis of phenyiacetic acid derivatives using methyl methylthiomethyl sulfoxideTetrahedron Letters, 1972
- A versatile reagent for aldehyde synthesis. Methyl methylthiomethyl sulfoxide.Tetrahedron Letters, 1971