Rama Rao, A. V. ; Yadav, J. S. ; Bal Reddy, K. ; Mehendale, A. R. (1984) A stereoconvergent synthesis of (+)-4-demethoxydaunomycin Tetrahedron, 40 (22). pp. 4643-4647. ISSN 0040-4020
Full text not available from this repository.
Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4020(01)91525-X
Abstract
Sharpless kinetic asymmetric epoxidation on (±)-2-(l-hydroxyethyl)-5,8-dimethoxy-3,4-dihydronaphthalene (8) followed by LAH reduction gave R-2-(S-l-hydroxyethyl)-2hydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalene and the undesired antipode. The former was converted to R-(-)-2-acetyl-2 hydroxy-5,8-dimethoxy-l,2,3,4-tetrahydronapthalen[R-(-)-5], while the latter was epimerized and recycled. R-(-)-5 has been exploited for the synthesis of (+)-4-demethoxydaunomycin.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 38929 |
| Deposited On: | 05 May 2011 10:51 |
| Last Modified: | 05 May 2011 10:51 |
Repository Staff Only: item control page
