SYNTHETIC APPROACHES TO EITHER HOMOCHIRAL OR ACHIRAL DERIVATIVES OF 3-HYDROXY-2(5H)-FURANONE (ISOTETRONIC ACID)

被引:24
作者
BIGORRA, J [1 ]
FONT, J [1 ]
DEECHAGUEN, CO [1 ]
ORTUNO, RM [1 ]
机构
[1] UNIV AUTONOMA BARCELONA,DEPT QUIM,E-08193 BARCELONA,SPAIN
关键词
D O I
10.1016/S0040-4020(01)81841-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several title compounds were synthesized according to new methods based either on the use of D-ribonolactone as a chiral precursor or on the cyclization of 2,4-dioxopentanoic acid as a suitable achiral precursor. Base-induced elimination and subsequent acid-promoted ring contraction is an efficient protocol for the preparation of isotetronic acids from 2-O-alkyl-3,4-O-benzylidene-D-ribono-1,5-lactone derivatives.
引用
收藏
页码:6717 / 6728
页数:12
相关论文
共 30 条