Godage H Yasmin, Chambers David J, Evans Graham R, Fairbanks Antony J
Dyson Perrins Laboratory, Oxford University, South Parks Road, Oxford, UK OX1 3QY.
Org Biomol Chem. 2003 Nov 7;1(21):3772-86. doi: 10.1039/b306675b.
A variety of beta- or alpha-C-glycosides may be readily accessed in an entirely stereoselective fashion from esters derived from the reaction of carboxylic acids and 3-hydroxy glycals, by way of a tandem reaction sequence of Tebbe methylenation and Claisen rearrangement. Though of wide scope, for example allowing the synthesis of 1-6 linked C-disaccharides, the methodology does not currently allow the synthesis of C-glycosyl alpha-amino acids.
通过 Tebbe 亚甲基化和克莱森重排的串联反应序列，各种β-或α-C-糖苷可以很容易地以完全立体选择性的方式从羧酸与 3-羟基糖醛反应得到的酯中获得。尽管适用范围广泛，例如可以合成 1-6 连接的 C-二糖，但该方法目前还不能用于合成 C-糖基α-氨基酸。
