Artículos de revistas
Bijvoet in Solution Reveals Unexpected Stereoselectivity in a Michael Addition
Registro en:
Chemistry-a European Journal. Wiley-blackwell, v. 17, n. 6, n. 1811, n. 1817, 2011.
0947-6539
WOS:000287787100012
10.1002/chem.201002520
Autor
Sun, H
d'Auvergne, EJ
Reinscheid, UM
Dias, LC
Andrade, CKZ
Rocha, RO
Griesinger, C
Institución
Resumen
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) The absolute configuration of small crystallizable molecules can be determined with anomalous X-ray diffraction as shown by Bijvoet in 1951. For the majority of compounds that can neither be crystallized nor easily be converted into crystallizable derivatives, stereocontrolled organic synthesis is still required to establish their absolute configuration. In this contribution, a new fundamental methodology for resolving the absolute configuration will be presented that does not require crystallization. With residual dipolar coupling enhanced NMR spectroscopy, ensembles of a limited number of structures are created reflecting the correct conformations and relative configuration. Subsequently, from these ensembles, optical rotation dispersion 17 6 1811 1817 IQ-UnB IQ-UNICAMP Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) FINATEC CT-Infra [0970/01] Max Planck Society Deutsche Forschungsgemeinschaft [GRK 782, FOR 934] Fonds der Chemischen Industrie Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) CT-Infra [0970/01] Deutsche Forschungsgemeinschaft [GRK 782, FOR 934]