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|Title:||Highly Selective Synthesis of Pyrazole and Spiropyrazoline Phosphonates via Base-Assisted Reaction of the Bestmann-Ohira Reagent with Enones|
|Publisher:||AMER CHEMICAL SOC|
|Citation:||JOURNAL OF ORGANIC CHEMISTRY,76(11)4764-4770|
|Abstract:||Novel carbonylated pyrazole phosphonates have been synthesized as single regioisomers by treating conjugated enones, dienones, tropone, and quinone with the Bestmann-Ohira reagent under KOH/EtOH conditions at room temperature. Through an "interrupted" version of the above reaction, carbonylated spiropyrazoline phosphonates have been synthesized from arylide-necycloalkanones under similar conditions (K(2)CO(3)/EtOH) with absolute regio-and diastereoselectivity. The key structures were confirmed by detailed spectroscopic analysis and X-ray crystallography.|
|Appears in Collections:||Article|
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