Chiral silylation reagents: determining configuration via NMR-spectroscopic coanalysis.
Chiral silylation reagents: determining configuration via NMR-spectroscopic coanalysis.
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手性硅烷化试剂：通过核磁共振波谱协同分析确定构型。
DOI：
10.1021/ol049233b
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发表时间：
2004
期刊：
影响因子：
--
通讯作者：
Meinwald,Jerrold
中科院分区：
文献类型：
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作者：
Schroeder,FrankC;Weibel,DouglasB;Meinwald,Jerrold
用(+)-和(−)-氯苯氧基二苯基硅烷衍生化测定了昆虫防御剂松脂醇(1)的绝对构型。虽然得到的两个非对映异构体的~1H核磁共振化学位移差异很小，但~1H核磁共振波谱为天然产物的构型提供了明确的归属。为此，使用了一种新的方法，涉及非对映异构体混合物的核磁共振光谱。我们的方法类似于在GC和HPLC中混合注入已知构型和未知构型的样品。
Derivatization with (+)- and (−)-chloromenthoxydiphenylsilane was used to determine the absolute configuration of the insect defensive agent pinoresinol (1). Although the1H NMR chemical shift differences of the resulting two diastereomers are small,1H NMR spectroscopy provided for the unambiguous assignment of the natural product's configuration. For this purpose, a new approach involving NMR spectra of mixtures of diastereomers was used. Our method resembles coinjecting mixtures of samples of known and unknown configuration in GC and HPLC.