title: Diastereoselective self-condensation of dihydroxyfumaric acid in water: potential route to sugars.
abstract: Jack of all trades: water-soluble salts of DHF underwent self-condensation to afford the threo diastereomer of pentulosonic acid, through differing reaction pathways contingent on the metal salt used. This transformation exemplifies the diverging roles of DHF as a nucleophile (a synthon for α-hydroxyacetyl anion) and an electrophile (an α-carboxyglycolaldehyde equivalent).
authors: Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA.
authors: Vasudeva
authors: V
authors: Naidu Sagi
authors: Phaneendrasai
authors: P
authors: Karri
authors: Fang
authors: F
authors: Hu
authors: Ramanarayanan
authors: R
authors: Krishnamurthy
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D019281:Dimerization; D005650:Fumarates / Q000737:chemistry*; D008670:Metals / Q000737:chemistry; D012492:Salts / Q000737:chemistry; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry*
chemical_list: D002241:Carbohydrates; D005650:Fumarates; D008670:Metals; D012492:Salts; D014867:Water; C005998:dihydroxyfumarate