Rama Rao, A. V. ; Yadav, J. S. ; Bal Reddy, K. ; Mehendale, A. R. (1984) A stereoconvergent synthesis of (+)−4-demethoxydaunomycin Journal of the Chemical Society, Chemical Communications (7). pp. 453-455. ISSN 0022-4936
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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1984...
Related URL: http://dx.doi.org/10.1039/C39840000453
Abstract
Sharpless kinetic asymmetric epoxidation on (±)-2-(1-hydroxyethyl)-5,8-dimethoxy-3,4-dihydronaphthalene [(8)] followed by LiAlH4 reduction gave R-(-)-2-(S-1-hydroxyethyl)-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene [(-)-(10)] and the undesired antipode: the former was converted into R-(-)-2-acetyl-2-hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene [R-(-)-(3)] while the latter was epimerized and recycled.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 38906 |
| Deposited On: | 05 May 2011 08:54 |
| Last Modified: | 05 May 2011 08:55 |
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