Synthesis of C-glycosyl lactones and protected C-glycosyl amino acids:: Use of radical cyclization

被引:23
|
作者
Zhang, JH [1 ]
Clive, DLJ [1 ]
机构
[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
来源
JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 03期
关键词
D O I
10.1021/jo981435w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protected carbohydrates 6a-13a, having one free hydroxyl and a phenylseleno group or halogen on the adjacent carbon, were condensed with (2,2-diphenylhydrazono)acetic acid (2); the resulting esters undergo radical cyclization to afford carbohydrates fused to a 2,2-diphenylhydrazino lactone unit (6c,d-13c,d). In suitable cases (9c,d) such carbohydrate lactones can be elaborated into C-glycosyl amino acids.
引用
收藏
页码:770 / 779
页数:10
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