192765-47-2Relevant academic research and scientific papers
Addition of C-nucleophiles to carbohydrate-derived 2,3-dihydro-4H-pyran-4-ones: A new entry to thriomboxane analogues
Kirschning, Andreas,Harders, Jan
, p. 7867 - 7876 (1997)
Nucleophilic additions of silyl- and sulfur-stabilized carbanions 5a-e to carbohydrate-derived 2,3-dihydro-4H-pyran-4-ones 4a,b are described. Depending on the combination of substituents attached to the C1-anion, either 1,2- or 1,4-adducts are preferentially formed. Coupling of vinyl cuprate derived from 16 with enone 4a stereoselectively afforded pyranone 17 which is a potential precursor for thromboxane analogues.
