| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5277091 | Tetrahedron Letters | 2007 | 5 Pages |
Abstract
An in depth ab initio investigation into the factors governing the conformational behaviour of α-methoxy-α-trifluoromethyl-α-phenylacetic acid (MTPA) esters, extensively utilized to determine the absolute stereochemistry of secondary alcohols and amides, discloses the hyperconjugative interactions responsible for the important syn- and anti-periplanar conformational rigidity and the predominance of the former over the latter. The first flavonoid-Mosher ester crystal structure is reported.
Graphical abstractThe crystal structure of (â)-epicatechin-(R)-MTPA is described and the origin of the conformational behaviour observed for MTPA esters is explained.Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
D.J. Brand, J.A. Steenkamp, E.V. Brandt, Y. Takeuchi,