The application of empirical methods of 13C NMR chemical shift prediction as a filter for determining possible relative stereochemistry

被引：10

作者：

Elyashberg, Mikhail E. ^{[2
]}

Blinov, Kirill A. ^{[2
]}

Williams, Antony J. ^{[1
]}

机构：

[1] ChemZoo Inc, Wake Forest, NC 27587 USA

[2] Moscow Dept, Moscow 117513, Russia

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 2009年 / 47卷 / 04期

关键词：

NMR; H-1; C-13; chemical shift prediction; stereochemistry; ASSISTED STRUCTURE ELUCIDATION; HETEROCYCLIC-COMPOUNDS; COMPUTATIONAL METHODS; ORGANIC-COMPOUNDS; NATURAL-PRODUCTS; NEURAL-NETWORK; SPECTROSCOPY; CONFIGURATION; DERIVATIVES; VALIDATION;

D O I：

10.1002/mrc.2396

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reliable determination of stereocenters contained within chemical structures usually requires utilization of NMR data, chemical derivatization, molecular modeling, quantum-mechanical (QM) calculations and, if available, X-ray analysis. In this article, we show that the number of stereoisomers which need to be thoroughly verified, can be significantly reduced by the application of NMR chemical shift calculation to the full stereoisomer set of possibilities using a fragmental approach based on HOSE codes. The applicability of this suggested method is illustrated using experimental data published for a series of complex chemical structures. Copyright (c) 2009 John Wiley & Sons, Ltd.

引用

页码：333 / 341

页数：9

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