Hydroxyselanylation of acyloxycyclohex-3-enes

Autor: Joseph B. Sweeney, Smita Thobhani, Alan F. Haughan, J. R. Knight
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