Free radical allyl transfers utilizing soluble non-cross-linked polystyrene and carbohydrate scaffold supports

被引：35
|
作者：
Enholm, EJ [1 ]
Gallagher, ME [1 ]
Jiang, SJ [1 ]
Batson, WA [1 ]
机构：
[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA
来源：
ORGANIC LETTERS | 2000年 / 2卷 / 21期
关键词：
D O I：
10.1021/ol006449e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] 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 degrees C and with Lewis acids. This is the first example of a diastereoselective radical reaction directed by a removable polymer-supported carbohydrate auxiliary.
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收藏
页码：3355 / 3357
页数：3
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