Sureshan, Kana M. ; Miyasou, Tomomi ; Hayashi, Minoru ; Watanabe, Yutaka (2004) Is O-acetylmandelic acid a reliable chiral anisotropy reagent? Tetrahedron: Asymmetry, 15 (1). pp. 3-7. ISSN 0957-4166
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Official URL: http://doi.org/10.1016/j.tetasy.2003.10.012
Related URL: http://dx.doi.org/10.1016/j.tetasy.2003.10.012
Abstract
The X-ray crystal structure of d-1,4-di-O-(O-acetylmandeloyl)-2,3:5,6-di-O-isopropylidene-myo-inositol showed two different conformations for different acetylmandelate groups. A comparison of its conformation in solution with that in the solid is made by the use of 1H NMR. The observed anisotropic shielding effect is rationalized based on these conformational studies. This study cautions the use of O-acetylmandelate as CAR for sterically crowded and conformationally locked alcohols.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 119808 |
| Deposited On: | 17 Jun 2021 08:01 |
| Last Modified: | 17 Jun 2021 08:01 |
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