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Type: Artigo de periódico
Title: Bijvoet in Solution Reveals Unexpected Stereoselectivity in a Michael Addition
Author: Sun, H
d'Auvergne, EJ
Reinscheid, UM
Dias, LC
Andrade, CKZ
Rocha, RO
Griesinger, C
Abstract: 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
Subject: configuration determination
Michael addition
NMR spectroscopy
optical rotation dispersion
Country: EUA
Editor: Wiley-blackwell
Rights: fechado
Identifier DOI: 10.1002/chem.201002520
Date Issue: 2011
Appears in Collections:Artigos e Materiais de Revistas Científicas - Unicamp

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