Oriez, R. and Prunet, J. (2010) A two-step synthesis of allylic syn 1,3-diols via an intramolecular oxa-Michael reaction followed by a modified Julia olefination. Tetrahedron Letters, 51(2), pp. 256-258. (doi: 10.1016/j.tetlet.2009.10.139)
Full text not currently available from Enlighten.
Abstract
A two-step process for the synthesis of allylic syn 1,3-diols is developed. An intramolecular oxa-Michael reaction onto vinyl heteroaromatic sulfones allows the diastereoselective formation of 1-sulfonyl 2,4-diols protected as benzylidene acetals. These sulfones are then engaged in a modified Julia olefination to furnish the olefins contiguous to the benzylidene acetal ring with good E/Z selectivity.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Prunet, Dr Joelle |
| Authors: | Oriez, R., and Prunet, J. |
| Subjects: | Q Science > QD Chemistry |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Tetrahedron Letters |
| ISSN: | 0040-4039 |
| ISSN (Online): | 1873-3581 |
| Published Online: | 03 November 2009 |
University Staff: Request a correction | Enlighten Editors: Update this record
Altmetric
Altmetric