307980-34-3Relevant articles and documents
Free radical allyl transfers utilizing soluble non-cross-linked polystyrene and carbohydrate scaffold supports
Enholm, Eric J.,Gallagher, Maria E.,Jiang, Shujun,Batson, William A.
, p. 3355 - 3357 (2000)
(matrix presented) Free radical allylations were studied using (1) soluble non-cross-linked polystyrene supports, (2) carbohydrate scaffolds, and (3) a combination of both synthetic motifs. Allylations on these custom designer supports provide easily purified products, free of tin residues. A D-xylose carbohydrate scaffold bearing a bromoester was used for a diastereoselective allyl tin transfer thermally at 80 °C and with Lewis acids. This is the first example of a diastereoselective radical reaction directed by a removable polymer-supported carbohydrate auxiliary.