(S)-(+)-N-acetylphenylglycineboronic acid:: A chiral derivatizing agent for Ee determination of 1,2-diols

被引:21
作者
Caselli, E [1 ]
Danieli, C [1 ]
Morandi, S [1 ]
Bonfiglio, B [1 ]
Forni, A [1 ]
Prati, F [1 ]
机构
[1] Univ Modena, I-41100 Modena, Italy
关键词
D O I
10.1021/ol0359970
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A new chiral derivatizing agent for ee determination of 1,2-diols via H-1 NMR is described. (S)-(+)-N-Acetylphenylglycineboronic acid (1) is synthesized in enantiomerically pure form; its reaction with chiral diols quantitatively yields cyclic boronic esters 5a-g. The latter show a remarkably high diastereodifferentiation of proton NMR signals useful for de determination.
引用
收藏
页码:4863 / 4866
页数:4
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