Sureshan, Kana M. ; Yamasaki, Toru ; Hayashi, Minoru ; Watanabe, Yutaka (2003) A simple and practical resolution of 1,2:4,5-di-O-isopropylidene-myo-inositol Tetrahedron: Asymmetry, 14 (13). pp. 1771-1774. ISSN 0957-4166
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Official URL: http://doi.org/10.1016/S0957-4166(03)00402-6
Related URL: http://dx.doi.org/10.1016/S0957-4166(03)00402-6
Abstract
An efficient method for the resolution of 1,2:4,5-di-O-isopropylidene-myo-inositol has been developed. The diketal was converted to diastereomeric 3,6-di-O-mandelates by the reaction with (S)-O-acetylmandeloyl chloride. Both the diastereomers could be separated by sequential crystallization in multi-gram quantities. The enantiomers of the diol were obtained by removal of the chiral auxiliaries. Also the trans-isopropylidene was cleaved efficiently to obtain another pair of chiral diols.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 119807 |
| Deposited On: | 17 Jun 2021 07:58 |
| Last Modified: | 17 Jun 2021 07:58 |
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