Direct determination of absolute configuration: a vibrational circular dichroism study on dimethyl-substituted phenyloxiranes synthesized by Shi epoxidation
MetadataShow full item record
The three possible dimethylsubstituted phenyloxiranes (cis, trans and geminal) were synthesized in both racemic (mCPBA) and enantiomerically enriched forms (Shi epoxidation) and subjected to a vibrational circular dichroism study. The experimental spectra were compared to theoretical spectra obtained using DFT/B3LYP calculations, and the differences between experiment and theory are discussed. The absolute configuration at the benzylic position was established as being (R), (S) and (R) for the cis, trans and geminal dimethylsubstituted phenyloxiranes, respectively. In all three cases the configuration of the major enantiomer was in accordance with a simple transition state model based on the spiro reaction mode.
The original publication is available at : www.springerlink.com
Showing items related by title, author, creator and subject.
Chan, Kit Yan; Yiu, C.; Nordholm, Sven (2017)In beamformer design, the microphone configurations which represent microphone number and positions are necessary to be optimized in order to improve the effectiveness of speech enhancement. Determination of microphone ...
Jones, S.; Mchardy, I.; Moss, D.; Seymour, Nick; Breedt, E.; Uttley, P.; Körding, E.; Tudose, V. (2011)We present intensive quasi-simultaneous X-ray and radio monitoring of the narrow line Seyfert 1 galaxy NGC 4051, over a 16-month period in 2000–01. The X-ray observations were made with the Proportional Counter Array on ...
Validation of methodology for recording breathing and simulating drug delivery through spacers and valved holding chambersSchultz, A.; Le Souëf, T.; Looi, K.; Zhang, Guicheng; Le Souëf, P.; Devadason, S. (2010)Background: Output from spacers (or valved holding chambers) is sensitive to changes in breathing pattern. Different spacers have unique characteristics that may influence breathing. A method used for breathing simulation, ...