title: Convenient synthesis of D- and L-xylo-1,2,3,4-alkane tetrols from a D-gluco-configured common building block.
abstract: D-gluco-configured building block derived from D-(+)-gluconolactone has served as a common chiral template for the synthesis of enantiopure D- and L-xylo-configured 1,2,3,4-alkane tetrols. This has enabled synthesis of medicinally important guggultetrols and their enantiomers from a common starting point. Wittig and Grignard reactions are the key steps used for the incorporation of lipophilic chain.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Madras, Chennai, India.
authors.forename: Santosh Ramdas
authors.initials: SR
authors.lastname: Borkar
authors.forename: Beedimane Narayana
authors.initials: BN
authors.lastname: Manjunath
authors.forename: Sivaraman
authors.initials: S
authors.lastname: Balasubramaniam
authors.forename: Indrapal Singh
authors.initials: IS
authors.lastname: Aidhen
mesh_terms: D005942:Gluconates / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D005942:Gluconates; D007783:Lactones; D013402:Sugar Alcohols; C010730:beta-glucono-1,5-lactone