Aldol-type Reactions of Unmasked Iodoacetic Acid with Carbonyl Compounds Promoted by Samarium Diiodide: Efficient Synthesis of Carboxylic 3-Hydroxyacids and Their Derivatives

José M. Concellón* and Carmen Concellón

*Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Julin Clavería 8, 33071 Oviedo, Spain, Email: jmcguniovi.es

J. M. Concellón, C. Concellón, J. Org. Chem., 2006, 71, 4428-4432.

DOI: 10.1021/jo060118j

---

Abstract

An easy, direct, general, and efficient samarium diiodide-mediated preparation of 3-hydroxyacids in high yield by reaction of different aldehydes or ketones with commercially available iodoacetic acid is described.

see article for more examples

---

---

Synthesis and Synthetic Applications of Samarium Enolates of Unmasked Amides: Efficient Synthesis of 3-Aminoamides and 3-Amino-2-chloroamides

J. M. Concellón, H. Rodríguez-Solla, C. Concellón, C. Simal, N. Alvaredo, Synlett, 2010, 2119-2121.

Efficient Nitro-Aldol Reaction Using SmI₂: A New Route to Nitro Alcohols under Very Mild Conditions

J. M. Concellón, H. Rodríguez-Solla, C. Concellón, J. Org. Chem., 2006, 71, 7919-7922.

---

Key Words

β-hydroxy carboxylic acids, samarium diiodide

---

ID: J42-Y2006-1490