STEREOCHEMICAL ASSIGNMENT OF α-SANTONIN USING RESIDUAL DIPOLAR COUPLING

被引：2
|
作者：
Teles, Rubens R. [1 ,2 ]
Franca, Jose A. A. [1 ,3 ]
Navarro-Vazquez, Armando [1 ]
Hallwass, Fernando [1 ]
机构：
[1] Univ Fed Pernambuco, Dept Quim Fundamental, BR-50670901 Recife, PE, Brazil
[2] Inst Fed Paraiba, BR-58755000 Princesa Isabel, PB, Brazil
[3] Inst Fed Alagoas, BR-57460000 Piranhas, AL, Brazil
来源：
QUIMICA NOVA | 2015年 / 38卷 / 10期
关键词：
RDC; NMR; alpha-santonin; natural products; NMR-SPECTROSCOPY; ORIENTATIONAL PROPERTIES; CONFORMATIONAL-ANALYSIS; ALIGNMENT MEDIUM; CONSTANTS; CONFIGURATION; MOLECULES; HSQC; RDCS; SUPPRESSION;
D O I：
10.5935/0100-4042.20150154
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The measurement of nuclear magnetic resonance parameters in an anisotropic media, such as residual dipolar coupling (RDC), has proven to be an excellent methodology for the refinement of chemical structures, being used as a complementary tool in the determination of the relative configuration, conformation, and constitution of organic compounds. In this study, we applied this methodology to determine the relative configuration of alpha-santonin, a natural product with four stereocenters, while assigning its prochiral methylene protons using only the RDCs obtained in a polyacrylonitrile polymer gel swollen in DMSO-d(6).
引用
收藏
页码：1345 / 1350
页数：6
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