THE STEREOSELECTIVE SYNTHESIS OF d-RIBULOSE
- 5 November 1981
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 10 (11) , 1529-1532
- https://doi.org/10.1246/cl.1981.1529
Abstract
In the presence of zinc halide, 2-furyllithium reacts with 2,3-O-isopropylidene-D-glyceraldehyde in a highly stereoselective manner to give the chiral and stereo-defined alcohol, 2,2-dimethyl-4-(2-furyl)hydroxymethyl-1,3-dioxolane, which is further elaborated to afford D-ribulose in three steps.Keywords
This publication has 8 references indexed in Scilit:
- Highly Stereoselective Aldol Condensation Using an Enantioselective Chiral EnolateAngewandte Chemie International Edition in English, 1980
- Chromatographie sur couche mince des principaux cétosesJournal of Chromatography A, 1977
- Synthesis of methyl 2,3-dideoxy-DL-alk-2-enopyranosides from furan compoundsTetrahedron, 1971
- Synthesis of the two d-2-pentuloses. : New derivatives of d-erythro-pentuloseCarbohydrate Research, 1969
- Optical rotary dispersion studies. Correlation between the structure and o.r.d. curves of acyclic ketosesCarbohydrate Research, 1968
- Some Reactions of 2-Furyllithium1The Journal of Organic Chemistry, 1962
- The Synthesis of D-erythro-Pentulose Tetrabenzoate1Journal of the American Chemical Society, 1958
- d‐Adonose (d‐Erythro‐2‐keto‐pentose)Helvetica Chimica Acta, 1935