Lists
Lists
Sweeney, J. B., Haughan, A. F., Knight, J. R. and Thobhani, S. (2007) Hydroxyselanylation of acyloxycyclohex-3-enes. Tetrahedron, 63 (12). pp. 2729-2737. ISSN 0040-4020 doi: 10.1016/j.tet.2006.12.035
Abstract/Summary
In contrast to the corresponding hydroxyiodination reactions, the reaction of acetoxycyclohex-2-ene 1 with N-PSP in the presence of water shows little regiocontrol, but is highly diastereoselective. However, the same reaction of the (R)-phenylglycinate derivative of (+/-)-cyclohexen-3-ol is highly diastereoselective, and regioselective. A hydrogen-bonding interaction is proposed to rationalize these differing selectivities. (c) 2007 Published by Elsevier Ltd.
Altmetric Badge
| Item Type | Article |
| URI | https://reading-clone.eprints-hosting.org/id/eprint/11647 |
| Item Type | Article |
| Refereed | Yes |
| Divisions | Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry |
| Uncontrolled Keywords | CURTIN-HAMMETT PRINCIPLE, CONDURITOL B-DERIVATIVES, REGIOSELECTIVE-SYNTHESIS, DIASTEREOSELECTIVE SYNTHESIS, ALLYLIC ALCOHOLS, ACETOXYCYCLOHEX-2-ENE, HYDROXYSELENATION, CHEMISTRY, ADDITIONS, INOSITOL |
| Download/View statistics | View download statistics for this item |
University Staff: Request a correction | Centaur Editors: Update this record
