Efficient preparation and resolution of trans-1,2-cyclobutanedicarboxylic acid and some of its derivatives

被引:7
作者
Brunet, JJ
Herbowski, A
Neibecker, D
机构
[1] UNIV TOULOUSE 3,CNRS,CHIM COORDINAT LAB,UNITE 8241,F-31077 TOULOUSE,FRANCE
[2] INST NATL POLYTECH TOULOUSE,F-31077 TOULOUSE,FRANCE
关键词
D O I
10.1080/00397919608003639
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The readily available cis/trans mixture of 1,2-cyclobutanedicarboxylic acid undergoes a quantitative isomerization in 12N HCl to the trans-diacid (as monitored by NMR spectroscopy). The latter is resolved to the (+)- and (-)-trans-diacids by modified literature and patented methods. The synthesis of the (S,S)-(-)-trans-diol and (S,S)-(+)-trans-ditosylate from the (S,S)-(+)-trans-diacid is also reported.
引用
收藏
页码:483 / 493
页数:11
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