Hydroxyselanylation of acyloxycyclohex-3-enes
Autor: | Joseph B. Sweeney, Smita Thobhani, Alan F. Haughan, J. R. Knight |
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Rok vydání: | 2007 |
Předmět: | |
Zdroj: | Tetrahedron. 63:2729-2737 |
ISSN: | 0040-4020 |
Popis: | 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. |
Databáze: | OpenAIRE |
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