| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5228577 | Tetrahedron | 2007 | 9 Pages |
Abstract
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.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
J.B. Sweeney, Alan F. Haughan, J.R. Knight, Smita Thobhani,