ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUAL
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, confo...
Main Authors: | , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Sociedade Brasileira de Química
2015-12-01
|
Series: | Química Nova |
Subjects: | |
Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422015001001345&lng=en&tlng=en |
_version_ | 1818348959366643712 |
---|---|
author | Rubens R. Teles José A. A. França Armando Navarro-Vázquez Fernando Hallwass |
author_facet | Rubens R. Teles José A. A. França Armando Navarro-Vázquez Fernando Hallwass |
author_sort | Rubens R. Teles |
collection | DOAJ |
description | 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 α-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-d6. |
first_indexed | 2024-12-13T17:58:20Z |
format | Article |
id | doaj.art-307493b8b9b644f3979090f454fdd74f |
institution | Directory Open Access Journal |
issn | 1678-7064 |
language | English |
last_indexed | 2024-12-13T17:58:20Z |
publishDate | 2015-12-01 |
publisher | Sociedade Brasileira de Química |
record_format | Article |
series | Química Nova |
spelling | doaj.art-307493b8b9b644f3979090f454fdd74f2022-12-21T23:36:18ZengSociedade Brasileira de QuímicaQuímica Nova1678-70642015-12-0138101345135010.5935/0100-4042.20150154S0100-40422015001001345ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUALRubens R. TelesJosé A. A. FrançaArmando Navarro-VázquezFernando HallwassThe 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 α-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-d6.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422015001001345&lng=en&tlng=enRDCNMRα-santoninnatural products |
spellingShingle | Rubens R. Teles José A. A. França Armando Navarro-Vázquez Fernando Hallwass ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUAL Química Nova RDC NMR α-santonin natural products |
title | ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUAL |
title_full | ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUAL |
title_fullStr | ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUAL |
title_full_unstemmed | ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUAL |
title_short | ATRIBUIÇÃO DA ESTEREOQUÍMICA DA α-SANTONINA ATRAVÉS DAS MEDIDAS DO ACOPLAMENTO DIPOLAR RESIDUAL |
title_sort | atribuicao da estereoquimica da α santonina atraves das medidas do acoplamento dipolar residual |
topic | RDC NMR α-santonin natural products |
url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422015001001345&lng=en&tlng=en |
work_keys_str_mv | AT rubensrteles atribuicaodaestereoquimicadaasantoninaatravesdasmedidasdoacoplamentodipolarresidual AT joseaafranca atribuicaodaestereoquimicadaasantoninaatravesdasmedidasdoacoplamentodipolarresidual AT armandonavarrovazquez atribuicaodaestereoquimicadaasantoninaatravesdasmedidasdoacoplamentodipolarresidual AT fernandohallwass atribuicaodaestereoquimicadaasantoninaatravesdasmedidasdoacoplamentodipolarresidual |